TY  - JOUR
AU  - Pavlović, Vladimir D.
AU  - Dabović, Milan
AU  - Martinović, Saša B.
AU  - Lorenc, Ljubinka
AU  - Kalvoda, J
PY  - 2004
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2705
AB  - In the present paper, the preparation of 3β-hydroxy-17β-dimethyl- tert-butylsilyloxy-5-azaandrostane (15) in fourteen steps is described. B-nor-17-oxoandrost-5-en-3β-yl acetate (1) 1,2 was used as the starting material, which was transformed to the key intermediate of the synthesis, B-nor-17β-dimethyl-tert-butylsilyloxyandrost-4-en-3β-yl acetate (7).
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis of 5-azaandrostane-3β,17β-diol protected at the 17β-hydroxyl group
VL  - 69
IS  - 11
SP  - 861
EP  - 869
DO  - 10.2298/JSC0411861P
ER  - 

@article{
author = "Pavlović, Vladimir D. and Dabović, Milan and Martinović, Saša B. and Lorenc, Ljubinka and Kalvoda, J",
year = "2004",
abstract = "In the present paper, the preparation of 3β-hydroxy-17β-dimethyl- tert-butylsilyloxy-5-azaandrostane (15) in fourteen steps is described. B-nor-17-oxoandrost-5-en-3β-yl acetate (1) 1,2 was used as the starting material, which was transformed to the key intermediate of the synthesis, B-nor-17β-dimethyl-tert-butylsilyloxyandrost-4-en-3β-yl acetate (7).",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis of 5-azaandrostane-3β,17β-diol protected at the 17β-hydroxyl group",
volume = "69",
number = "11",
pages = "861-869",
doi = "10.2298/JSC0411861P"
}

Pavlović, V. D., Dabović, M., Martinović, S. B., Lorenc, L.,& Kalvoda, J.. (2004). Synthesis of 5-azaandrostane-3β,17β-diol protected at the 17β-hydroxyl group. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 69(11), 861-869.
https://doi.org/10.2298/JSC0411861P

Pavlović VD, Dabović M, Martinović SB, Lorenc L, Kalvoda J. Synthesis of 5-azaandrostane-3β,17β-diol protected at the 17β-hydroxyl group. in Journal of the Serbian Chemical Society. 2004;69(11):861-869.
doi:10.2298/JSC0411861P .

Pavlović, Vladimir D., Dabović, Milan, Martinović, Saša B., Lorenc, Ljubinka, Kalvoda, J, "Synthesis of 5-azaandrostane-3β,17β-diol protected at the 17β-hydroxyl group" in Journal of the Serbian Chemical Society, 69, no. 11 (2004):861-869,
https://doi.org/10.2298/JSC0411861P . .

TY  - JOUR
AU  - Krstić, Natalija
AU  - Bjelaković, Mira
AU  - Dabović, Milan
AU  - Lorenc, Ljubinka
AU  - Pavlović, Vladimir D.
PY  - 2004
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/148
AB  - Beckmann rearrangement of (Z)-cholest-4-en-6-one oxime (4) (prepared in 4 steps starting from cholest-5-en-3β-ol ο1)) with thionyl chloride in dioxane solution afforded an enamide-type lactam, i.e. 7-aza-B-homocholest-4-en-6-one (6) as a single product. Photoreaction of the same compound in methanol or benzene-acetic acid solution gave a mixture of products, with the formation of the parent ketone 3 and the occurrence of Z/E isomerization, while the lactam 6 was obtained only when the reaction was performed in methanol and then in very low yield (7%).
AB  - Bekmanovo premeštanje (Z)-holest-4-en-6-on oksima (4) (koji je dobijen u 4 faze, polazeći od holest-5-en-3 β-ola (1)) sa tionil-hloridom u dioksanskom rastvoru, kao jedini proizvod daje laktam enamidnog tipa, tj. 7-aza-B-homoholest-4-en-6-on (6). Fotoreakcijom istog jedinjenja u metanolu ili u rastvoru benzen-sirćetna kiselina, nastaje smesa proizvoda koju čine polazni keton 3 i proizvodi Z/E izomerizacije, dok je laktam 6 dobiven u vrlo niskom prinosu (7%) samo u metanolnom rastvoru.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Photochemical and Beckmann rearrangement of (Z)-cholest-4-en-6-one oxime
T1  - Fotohemijsko i Bekmanovo premeštanje(z)-holest-4-en-6-on oksima
VL  - 69
IS  - 6
SP  - 413
EP  - 420
DO  - 10.2298/JSC0406413K
ER  - 

@article{
author = "Krstić, Natalija and Bjelaković, Mira and Dabović, Milan and Lorenc, Ljubinka and Pavlović, Vladimir D.",
year = "2004",
abstract = "Beckmann rearrangement of (Z)-cholest-4-en-6-one oxime (4) (prepared in 4 steps starting from cholest-5-en-3β-ol ο1)) with thionyl chloride in dioxane solution afforded an enamide-type lactam, i.e. 7-aza-B-homocholest-4-en-6-one (6) as a single product. Photoreaction of the same compound in methanol or benzene-acetic acid solution gave a mixture of products, with the formation of the parent ketone 3 and the occurrence of Z/E isomerization, while the lactam 6 was obtained only when the reaction was performed in methanol and then in very low yield (7%)., Bekmanovo premeštanje (Z)-holest-4-en-6-on oksima (4) (koji je dobijen u 4 faze, polazeći od holest-5-en-3 β-ola (1)) sa tionil-hloridom u dioksanskom rastvoru, kao jedini proizvod daje laktam enamidnog tipa, tj. 7-aza-B-homoholest-4-en-6-on (6). Fotoreakcijom istog jedinjenja u metanolu ili u rastvoru benzen-sirćetna kiselina, nastaje smesa proizvoda koju čine polazni keton 3 i proizvodi Z/E izomerizacije, dok je laktam 6 dobiven u vrlo niskom prinosu (7%) samo u metanolnom rastvoru.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Photochemical and Beckmann rearrangement of (Z)-cholest-4-en-6-one oxime, Fotohemijsko i Bekmanovo premeštanje(z)-holest-4-en-6-on oksima",
volume = "69",
number = "6",
pages = "413-420",
doi = "10.2298/JSC0406413K"
}

Krstić, N., Bjelaković, M., Dabović, M., Lorenc, L.,& Pavlović, V. D.. (2004). Photochemical and Beckmann rearrangement of (Z)-cholest-4-en-6-one oxime. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 69(6), 413-420.
https://doi.org/10.2298/JSC0406413K

Krstić N, Bjelaković M, Dabović M, Lorenc L, Pavlović VD. Photochemical and Beckmann rearrangement of (Z)-cholest-4-en-6-one oxime. in Journal of the Serbian Chemical Society. 2004;69(6):413-420.
doi:10.2298/JSC0406413K .

Krstić, Natalija, Bjelaković, Mira, Dabović, Milan, Lorenc, Ljubinka, Pavlović, Vladimir D., "Photochemical and Beckmann rearrangement of (Z)-cholest-4-en-6-one oxime" in Journal of the Serbian Chemical Society, 69, no. 6 (2004):413-420,
https://doi.org/10.2298/JSC0406413K . .

TY  - JOUR
AU  - Bjelaković, Mira
AU  - Lorenc, Ljubinka
AU  - Pavlović, Vladimir D.
AU  - Tinant, Bernard
AU  - Declercq, Jean-Paul
AU  - Kalvoda, Jaroslav
PY  - 2003
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4187
AB  - Oxidations of 5α‐hydroxy‐B‐norcholestan‐3β‐yl acetate (8) with Pb(OAc)4 under thermal or photolytic conditions or in the presence of iodine afforded only complex mixtures of compounds. However, the HgO/I2 version of the hypoiodite reaction gave as the primary products the stereoisomeric (Z)‐ and (E)‐1(10)‐unsaturated 5,10‐seco B‐nor‐derivatives 10 and 11, and the stereoisomeric (5R,10R)‐ and (5S,10S)‐acetals 14 and 15 (Scheme 4). Further reaction of these compounds under conditions of their formation afforded, in addition, the A‐nor 1,5‐cyclization products 13 and 16 (from 10) and 12 (from 11) (see also Scheme 6) and the 6‐iodo‐5,6‐secolactones 17 and 19 (from 14 and 15, resp.) and 4‐iodo‐4,5‐secolactone 18 (from 15) (see also Scheme 7). Oxidations of 5β‐hydroxy‐B‐norcholestan‐3β‐yl acetate (9) with both hypoiodite‐forming reagents (Pb(OAc)4/I2 and HgO/I2) proceeded similarly to the HgO/I2 reaction of the corresponding 5α‐hydroxy analogue 8. Photolytic Pb(OAc)4 oxidation of 9 afforded, in addition to the (Z)‐ and (E)‐5,10‐seco 1(10)‐unsaturated ketones 10 and 11, their isomeric 5,10‐seco 10(19)‐unsaturated ketone 22, the acetal 5‐acetate 21, and 5β,19‐epoxy derivative 23 (Scheme 9). Exceptionally, in the thermal Pb(OAc)4 oxidation of 9, the 5,10‐seco ketones 10, 11, and 22 were not formed, the only reaction being the stereoselective formation of the 5,10‐ethers with the β‐oriented epoxy bridge, i.e. the (10R)‐enol ether 20 and (5S,10R)‐acetal 5‐acetate 21 (Scheme 8). Possible mechanistic interpretations of the above transformations are discussed.
PB  - Wiley
T2  - Helvetica Chimica Acta
T1  - Oxidative Fragmentations of the 5-alpha and 5-beta-Hydroxy-B-norcholestan-3-beta-yl Acetates
VL  - 86
IS  - 6
SP  - 2121
EP  - 2135
DO  - 10.1002/hlca.200390169
ER  - 

@article{
author = "Bjelaković, Mira and Lorenc, Ljubinka and Pavlović, Vladimir D. and Tinant, Bernard and Declercq, Jean-Paul and Kalvoda, Jaroslav",
year = "2003",
abstract = "Oxidations of 5α‐hydroxy‐B‐norcholestan‐3β‐yl acetate (8) with Pb(OAc)4 under thermal or photolytic conditions or in the presence of iodine afforded only complex mixtures of compounds. However, the HgO/I2 version of the hypoiodite reaction gave as the primary products the stereoisomeric (Z)‐ and (E)‐1(10)‐unsaturated 5,10‐seco B‐nor‐derivatives 10 and 11, and the stereoisomeric (5R,10R)‐ and (5S,10S)‐acetals 14 and 15 (Scheme 4). Further reaction of these compounds under conditions of their formation afforded, in addition, the A‐nor 1,5‐cyclization products 13 and 16 (from 10) and 12 (from 11) (see also Scheme 6) and the 6‐iodo‐5,6‐secolactones 17 and 19 (from 14 and 15, resp.) and 4‐iodo‐4,5‐secolactone 18 (from 15) (see also Scheme 7). Oxidations of 5β‐hydroxy‐B‐norcholestan‐3β‐yl acetate (9) with both hypoiodite‐forming reagents (Pb(OAc)4/I2 and HgO/I2) proceeded similarly to the HgO/I2 reaction of the corresponding 5α‐hydroxy analogue 8. Photolytic Pb(OAc)4 oxidation of 9 afforded, in addition to the (Z)‐ and (E)‐5,10‐seco 1(10)‐unsaturated ketones 10 and 11, their isomeric 5,10‐seco 10(19)‐unsaturated ketone 22, the acetal 5‐acetate 21, and 5β,19‐epoxy derivative 23 (Scheme 9). Exceptionally, in the thermal Pb(OAc)4 oxidation of 9, the 5,10‐seco ketones 10, 11, and 22 were not formed, the only reaction being the stereoselective formation of the 5,10‐ethers with the β‐oriented epoxy bridge, i.e. the (10R)‐enol ether 20 and (5S,10R)‐acetal 5‐acetate 21 (Scheme 8). Possible mechanistic interpretations of the above transformations are discussed.",
publisher = "Wiley",
journal = "Helvetica Chimica Acta",
title = "Oxidative Fragmentations of the 5-alpha and 5-beta-Hydroxy-B-norcholestan-3-beta-yl Acetates",
volume = "86",
number = "6",
pages = "2121-2135",
doi = "10.1002/hlca.200390169"
}

Bjelaković, M., Lorenc, L., Pavlović, Vladimir D., Tinant, B., Declercq, J.,& Kalvoda, J.. (2003). Oxidative Fragmentations of the 5-alpha and 5-beta-Hydroxy-B-norcholestan-3-beta-yl Acetates. in Helvetica Chimica Acta
Wiley., 86(6), 2121-2135.
https://doi.org/10.1002/hlca.200390169

Bjelaković M, Lorenc L, Pavlović V, Tinant B, Declercq J, Kalvoda J. Oxidative Fragmentations of the 5-alpha and 5-beta-Hydroxy-B-norcholestan-3-beta-yl Acetates. in Helvetica Chimica Acta. 2003;86(6):2121-2135.
doi:10.1002/hlca.200390169 .

Bjelaković, Mira, Lorenc, Ljubinka, Pavlović, Vladimir D., Tinant, Bernard, Declercq, Jean-Paul, Kalvoda, Jaroslav, "Oxidative Fragmentations of the 5-alpha and 5-beta-Hydroxy-B-norcholestan-3-beta-yl Acetates" in Helvetica Chimica Acta, 86, no. 6 (2003):2121-2135,
https://doi.org/10.1002/hlca.200390169 . .

TY  - JOUR
AU  - Krstić, Natalija
AU  - Bjelaković, Mira
AU  - Lorenc, Ljubinka
AU  - Pavlović, Vladimir D.
PY  - 2003
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/109
AB  - 5-hydroxy-1-oxo-5α-cholestan-3β-yl acetate (11) was prepared in 5 steps starting from (E)-3β-acetoxy-5,10-seco-1(10)-cholesten-5-one (6). Treatment of the 1-oxo-5-hydroxy derivative 11 with lead tetraacetate (LTA) (under thermal or hypoiodite conditions) or with mercuric oxide/iodine (HgO/I2) reagent resulted in the oxidative β-fragmentation of the C(5)–C(10) bond affording 1,5-dioxo-5,10-secocholest-10(19)-en-3β-yl acetate (12), in different yields, depending on the reagent. Also the stereochemistry of the 1β,6β-cyclization product 13, formed by transannular cyclization of the 1,5-diketone 12 on silica gel, is discussed in this work.
AB  - Sintetizovan je 5-hidroksi-1-okso-5α-holestan-3β-il-acetata (11) u 5 faza polazeći od (E)- 3β-acetoksi-5,10-seko-1(10)-holesten-5-ona (6). Dejstvom olovo-tetraacetata (LTA) (pod termičkim ili hipojoditnim uslovima), ili merkuri-oksid/jodnog reagensa (HgO/I2) na 1-okso-5-hidroksi derivat 11, vrši se oksidativna β-fragmentacija njegove C(5)–C(10) veze, pri čemu se dobija 1,5-diokso-5,10-sekoholest-10(19)-en-3β-il-acetat (12), u različitim prinosima u zavisnosti od upotrebljenog reagensa. Takođe, diskutovana je stereohemija 1β,6β-ciklizacionog proizvoda 13, nastalog intramolekulskom ciklizacijom 1,5-diokso-5,10-seko jedinjenja 12 na silika gelu.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Oxidative fragmentation of 5-hydroxy-1-oxo-5α-cholestan-3β-yl acetate
T1  - Oksidativne fragmentacije 5-hidroksi-1-okso-5α-holestan-3β-il-acetata
VL  - 68
IS  - 11
SP  - 785
EP  - 794
DO  - 10.2298/JSC0311785K
ER  - 

@article{
author = "Krstić, Natalija and Bjelaković, Mira and Lorenc, Ljubinka and Pavlović, Vladimir D.",
year = "2003",
abstract = "5-hydroxy-1-oxo-5α-cholestan-3β-yl acetate (11) was prepared in 5 steps starting from (E)-3β-acetoxy-5,10-seco-1(10)-cholesten-5-one (6). Treatment of the 1-oxo-5-hydroxy derivative 11 with lead tetraacetate (LTA) (under thermal or hypoiodite conditions) or with mercuric oxide/iodine (HgO/I2) reagent resulted in the oxidative β-fragmentation of the C(5)–C(10) bond affording 1,5-dioxo-5,10-secocholest-10(19)-en-3β-yl acetate (12), in different yields, depending on the reagent. Also the stereochemistry of the 1β,6β-cyclization product 13, formed by transannular cyclization of the 1,5-diketone 12 on silica gel, is discussed in this work., Sintetizovan je 5-hidroksi-1-okso-5α-holestan-3β-il-acetata (11) u 5 faza polazeći od (E)- 3β-acetoksi-5,10-seko-1(10)-holesten-5-ona (6). Dejstvom olovo-tetraacetata (LTA) (pod termičkim ili hipojoditnim uslovima), ili merkuri-oksid/jodnog reagensa (HgO/I2) na 1-okso-5-hidroksi derivat 11, vrši se oksidativna β-fragmentacija njegove C(5)–C(10) veze, pri čemu se dobija 1,5-diokso-5,10-sekoholest-10(19)-en-3β-il-acetat (12), u različitim prinosima u zavisnosti od upotrebljenog reagensa. Takođe, diskutovana je stereohemija 1β,6β-ciklizacionog proizvoda 13, nastalog intramolekulskom ciklizacijom 1,5-diokso-5,10-seko jedinjenja 12 na silika gelu.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Oxidative fragmentation of 5-hydroxy-1-oxo-5α-cholestan-3β-yl acetate, Oksidativne fragmentacije 5-hidroksi-1-okso-5α-holestan-3β-il-acetata",
volume = "68",
number = "11",
pages = "785-794",
doi = "10.2298/JSC0311785K"
}

Krstić, N., Bjelaković, M., Lorenc, L.,& Pavlović, V. D.. (2003). Oxidative fragmentation of 5-hydroxy-1-oxo-5α-cholestan-3β-yl acetate. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 68(11), 785-794.
https://doi.org/10.2298/JSC0311785K

Krstić N, Bjelaković M, Lorenc L, Pavlović VD. Oxidative fragmentation of 5-hydroxy-1-oxo-5α-cholestan-3β-yl acetate. in Journal of the Serbian Chemical Society. 2003;68(11):785-794.
doi:10.2298/JSC0311785K .

Krstić, Natalija, Bjelaković, Mira, Lorenc, Ljubinka, Pavlović, Vladimir D., "Oxidative fragmentation of 5-hydroxy-1-oxo-5α-cholestan-3β-yl acetate" in Journal of the Serbian Chemical Society, 68, no. 11 (2003):785-794,
https://doi.org/10.2298/JSC0311785K . .

TY  - JOUR
AU  - Bjelaković, Mira
AU  - Pavlović, Vladimir D.
AU  - Dabović, Milan
AU  - Lorenc, Ljubinka
PY  - 2003
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/115
AB  - The acid-catalyzed reaction of (Z)- and (E)-B-nor-5,10-seco-ketones 2 and 3 resulted in an intramolecular cyclization to give the 5-hydroxy-A-nor-1β,5β-10(19)-methylidene derivative 8, the 5β-hydroxy-A-nor-1(10)-unsaturated compound 9 and the 5β,10β-dihydroxy A-nor-product 10, from the (Z)-isomer and the 5-hydroxy-A-nor-1β,5β-10(19)-methylidene product 11, from the (E)-isomer. Upon UV-irradiation, the (Z)- and (E)-seco-ketones 2 and 3 underwent a reversible (Z)/(E) and (E)/(Z)-isomerization and in addition to a transannular photocyclization to afford the 10(19)-methylidene derivatives 8 and 11, respectively, while photolysis of the 10(19)-methylidene-B-nor-5,10-seco-ketone 4 gave the oxetane derivative 12.
AB  - Kiselo-katalizovana reakcija (Z)- i (E)-B-nor-5,10-seko-ketona 2 i 3 rezultuje u intramolekulskoj ciklizaciji dajući 5-hidroksi-A-nor-1β,5β-10(19)-metilidenski derivat 8, 5β-hidroksi A-nor-1(10)-nezasićeno jedinjenje 9 i 5β,10β-dihidroksi-A-nor-proizvod 10, iz Z-izomera, i 5-hidroksi-A-nor-1β,5β-10(19)-metilidenski proizvod 11, iz E-izomera. (Z)- i (E)-Seko- ketoni 2 i 3 UV-ozračivanjem podležu reverzibilnoj (Z)/(E) odnosno (E)/(Z) izomerizaciji, kao i transanularnoj fotociklizaciji dajući 10(19)-metilidenske derivate 8 odnosno 11, dok se fotolizom 10(19)-metilidenskog-5,10-seko-ketona 4 gradi oksetanski derivat 12.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Acid-catalyzed and photolytic reactivity of some unsaturated B-nor-5, 10-secosteroidal ketones
T1  - Kiselo-katalizovana i fotolitička reaktivnost nekih nezasićenih B-nor-5,10-sekosteroidnih ketona
VL  - 68
IS  - 4-5
SP  - 303
EP  - 312
DO  - 10.2298/JSC0305303B
ER  - 

@article{
author = "Bjelaković, Mira and Pavlović, Vladimir D. and Dabović, Milan and Lorenc, Ljubinka",
year = "2003",
abstract = "The acid-catalyzed reaction of (Z)- and (E)-B-nor-5,10-seco-ketones 2 and 3 resulted in an intramolecular cyclization to give the 5-hydroxy-A-nor-1β,5β-10(19)-methylidene derivative 8, the 5β-hydroxy-A-nor-1(10)-unsaturated compound 9 and the 5β,10β-dihydroxy A-nor-product 10, from the (Z)-isomer and the 5-hydroxy-A-nor-1β,5β-10(19)-methylidene product 11, from the (E)-isomer. Upon UV-irradiation, the (Z)- and (E)-seco-ketones 2 and 3 underwent a reversible (Z)/(E) and (E)/(Z)-isomerization and in addition to a transannular photocyclization to afford the 10(19)-methylidene derivatives 8 and 11, respectively, while photolysis of the 10(19)-methylidene-B-nor-5,10-seco-ketone 4 gave the oxetane derivative 12., Kiselo-katalizovana reakcija (Z)- i (E)-B-nor-5,10-seko-ketona 2 i 3 rezultuje u intramolekulskoj ciklizaciji dajući 5-hidroksi-A-nor-1β,5β-10(19)-metilidenski derivat 8, 5β-hidroksi A-nor-1(10)-nezasićeno jedinjenje 9 i 5β,10β-dihidroksi-A-nor-proizvod 10, iz Z-izomera, i 5-hidroksi-A-nor-1β,5β-10(19)-metilidenski proizvod 11, iz E-izomera. (Z)- i (E)-Seko- ketoni 2 i 3 UV-ozračivanjem podležu reverzibilnoj (Z)/(E) odnosno (E)/(Z) izomerizaciji, kao i transanularnoj fotociklizaciji dajući 10(19)-metilidenske derivate 8 odnosno 11, dok se fotolizom 10(19)-metilidenskog-5,10-seko-ketona 4 gradi oksetanski derivat 12.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Acid-catalyzed and photolytic reactivity of some unsaturated B-nor-5, 10-secosteroidal ketones, Kiselo-katalizovana i fotolitička reaktivnost nekih nezasićenih B-nor-5,10-sekosteroidnih ketona",
volume = "68",
number = "4-5",
pages = "303-312",
doi = "10.2298/JSC0305303B"
}

Bjelaković, M., Pavlović, V. D., Dabović, M.,& Lorenc, L.. (2003). Acid-catalyzed and photolytic reactivity of some unsaturated B-nor-5, 10-secosteroidal ketones. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 68(4-5), 303-312.
https://doi.org/10.2298/JSC0305303B

Bjelaković M, Pavlović VD, Dabović M, Lorenc L. Acid-catalyzed and photolytic reactivity of some unsaturated B-nor-5, 10-secosteroidal ketones. in Journal of the Serbian Chemical Society. 2003;68(4-5):303-312.
doi:10.2298/JSC0305303B .

Bjelaković, Mira, Pavlović, Vladimir D., Dabović, Milan, Lorenc, Ljubinka, "Acid-catalyzed and photolytic reactivity of some unsaturated B-nor-5, 10-secosteroidal ketones" in Journal of the Serbian Chemical Society, 68, no. 4-5 (2003):303-312,
https://doi.org/10.2298/JSC0305303B . .

TY  - JOUR
AU  - Bjelaković, Mira
AU  - Pavlović, Vladimir D.
AU  - Lorenc, Ljubinka
PY  - 2002
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/60
AB  - B-Norcholestane epoxide 2 is reduced with lithium aluminium hydride to give either the 3β,6α-diol 3 or the corresponding 3β,5α-diol 4, depending on the quality of the reducing reagent employed. Aplausible mechanistic explanation of the obtained results is suggested.
AB  - Redukcijom B-norholestan-epoksida 2 pomoću litijum-aluminijum-hidrida dobijeni su odgovarajući 3β,6α-diol 3 ili 3β,5α-diol 4, u zavisnosti od kvaliteta upotrebljenog redukcionog reagensa. Predloženo je verovatno mehanističko tumačenje dobijenih rezultata.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Hydride reduction of B-norcholestane 5α,6α-epoxide
T1  - Hidridna redukcija B-norholestan 5α,6α-epoksida
VL  - 67
IS  - 2
SP  - 69
EP  - 75
DO  - 10.2298/JSC0202069B
ER  - 

@article{
author = "Bjelaković, Mira and Pavlović, Vladimir D. and Lorenc, Ljubinka",
year = "2002",
abstract = "B-Norcholestane epoxide 2 is reduced with lithium aluminium hydride to give either the 3β,6α-diol 3 or the corresponding 3β,5α-diol 4, depending on the quality of the reducing reagent employed. Aplausible mechanistic explanation of the obtained results is suggested., Redukcijom B-norholestan-epoksida 2 pomoću litijum-aluminijum-hidrida dobijeni su odgovarajući 3β,6α-diol 3 ili 3β,5α-diol 4, u zavisnosti od kvaliteta upotrebljenog redukcionog reagensa. Predloženo je verovatno mehanističko tumačenje dobijenih rezultata.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Hydride reduction of B-norcholestane 5α,6α-epoxide, Hidridna redukcija B-norholestan 5α,6α-epoksida",
volume = "67",
number = "2",
pages = "69-75",
doi = "10.2298/JSC0202069B"
}

Bjelaković, M., Pavlović, V. D.,& Lorenc, L.. (2002). Hydride reduction of B-norcholestane 5α,6α-epoxide. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 67(2), 69-75.
https://doi.org/10.2298/JSC0202069B

Bjelaković M, Pavlović VD, Lorenc L. Hydride reduction of B-norcholestane 5α,6α-epoxide. in Journal of the Serbian Chemical Society. 2002;67(2):69-75.
doi:10.2298/JSC0202069B .

Bjelaković, Mira, Pavlović, Vladimir D., Lorenc, Ljubinka, "Hydride reduction of B-norcholestane 5α,6α-epoxide" in Journal of the Serbian Chemical Society, 67, no. 2 (2002):69-75,
https://doi.org/10.2298/JSC0202069B . .

TY  - JOUR
AU  - Bjelaković, Mira
AU  - Pavlović, Vladimir D.
AU  - Lorenc, Ljubinka
AU  - Tinant, Bernard
AU  - Declercq, Jean-Paul
PY  - 2000
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/16
AB  - The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate (2), obtained (in addition to the (E)-Δ12-isomer 3) by oxidative fragmentation of the C(13)-C(14) bond of 14α-hydroxy-5α-cholestan-3β-yl acetate (1), was determined by X-ray analysis. In addition, the configurations of the acetoxy derivatives 4-6, formed by the thermal lead tetraacetate oxidation of 1, were deduced from the relevant 1H-NMR parameters.
AB  - Kristalna struktura 14-okso-13,14-seko-5α-holest-13(18)-en-3β-il-acetata (2). koji se dobiva (pored (E)-Δ12-izomera 3) oksidativnom fragmentacijom C(13)-C(14) veze 14α-hidroksi-5α-holestan-3β-il-acetata (1) određena je analizom X-zraka. Pored toga, konfiguracije njegovih acetoksi derivata 4-6, koji se grade pri termičkoj olovo-tetraacetatnoj oksidaciji, izvedene su na osnovu odgovarajućih 1H-NMR parametara.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate and the assignment of the configuration of its acetoxy derivatives
T1  - Kristalna struktura 14-okso-13,14-seko-5α-holest-13(18)-en-3β-il-acetata i određivanje konfiguracije njegovih acetoksi derivata
VL  - 65
IS  - 8
SP  - 541
EP  - 547
UR  - https://hdl.handle.net/21.15107/rcub_cer_16
ER  - 

@article{
author = "Bjelaković, Mira and Pavlović, Vladimir D. and Lorenc, Ljubinka and Tinant, Bernard and Declercq, Jean-Paul",
year = "2000",
abstract = "The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate (2), obtained (in addition to the (E)-Δ12-isomer 3) by oxidative fragmentation of the C(13)-C(14) bond of 14α-hydroxy-5α-cholestan-3β-yl acetate (1), was determined by X-ray analysis. In addition, the configurations of the acetoxy derivatives 4-6, formed by the thermal lead tetraacetate oxidation of 1, were deduced from the relevant 1H-NMR parameters., Kristalna struktura 14-okso-13,14-seko-5α-holest-13(18)-en-3β-il-acetata (2). koji se dobiva (pored (E)-Δ12-izomera 3) oksidativnom fragmentacijom C(13)-C(14) veze 14α-hidroksi-5α-holestan-3β-il-acetata (1) određena je analizom X-zraka. Pored toga, konfiguracije njegovih acetoksi derivata 4-6, koji se grade pri termičkoj olovo-tetraacetatnoj oksidaciji, izvedene su na osnovu odgovarajućih 1H-NMR parametara.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate and the assignment of the configuration of its acetoxy derivatives, Kristalna struktura 14-okso-13,14-seko-5α-holest-13(18)-en-3β-il-acetata i određivanje konfiguracije njegovih acetoksi derivata",
volume = "65",
number = "8",
pages = "541-547",
url = "https://hdl.handle.net/21.15107/rcub_cer_16"
}

Bjelaković, M., Pavlović, V. D., Lorenc, L., Tinant, B.,& Declercq, J.. (2000). The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate and the assignment of the configuration of its acetoxy derivatives. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 65(8), 541-547.
https://hdl.handle.net/21.15107/rcub_cer_16

Bjelaković M, Pavlović VD, Lorenc L, Tinant B, Declercq J. The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate and the assignment of the configuration of its acetoxy derivatives. in Journal of the Serbian Chemical Society. 2000;65(8):541-547.
https://hdl.handle.net/21.15107/rcub_cer_16 .

Bjelaković, Mira, Pavlović, Vladimir D., Lorenc, Ljubinka, Tinant, Bernard, Declercq, Jean-Paul, "The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate and the assignment of the configuration of its acetoxy derivatives" in Journal of the Serbian Chemical Society, 65, no. 8 (2000):541-547,
https://hdl.handle.net/21.15107/rcub_cer_16 .

TY  - JOUR
AU  - Bondarenko-Gheorghiu, Lidija
AU  - Lorenc, Ljubinka
AU  - Mihailović, Milhailo Lj.
PY  - 2000
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3500
AB  - The Diels-Alder adduct (3), obtained by cycloaddition of 7-dehydrocholesteryl
acetate (1) and maleic anhydride (2), was heated at ca. 90 oC with a large excess of lead
tetraacetate in pyridine solution for 5 h. Under these conditions, compound 3 underwent
lactonization with the participation of the olefinic D6
-double bond to give two isomeric
monolactone derivatives, 9 and 10 (in a total yield of ca. 6%), and the bislactone product
11 (in 11.5% yield). The starting material was recovered in 36% yield.
AB  - Dils-Alderov adukt 3, dobiven cikloadicijom 7-dehidroholesteril-acetata 1 i
 anhidrida maleinske kiseline 2, oksidovan je velikim viškom olovotetraacetata u
 piridinskom rastvoru na oko 90 ºC u toku 5h. Pod navedenim uslovima izvršena je
 oksidativna laktonizacija jedinjenja 3 sa participacijom olefinske D6
 -dvogube veze
 pri čemu su dobivena dva izomerna monolaktonska derivata 9 i 10 (u ukupnm prinosu od
 oko 6%) i bislaktonski proizvod 11 (u prinosu od oko 11,5%); pri tome je nepromenjen
 polazni adukt izolovan u prinosu od »36%.
PB  - Belgrade : Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Lead tetraacetate oxidation of the Diels-Alder adduct of 7-dehydrocholestryl acetate with maleic anhydride
T1  - Olovotetraacetatna oksidacija Dils-Adlerovog adukta 7-dehidro-holesteril-acetata sa anhidridom maleinske kiseline
VL  - 65
IS  - 3
SP  - 147
EP  - 156
DO  - 10.2298/JSC0003147B
ER  - 

@article{
author = "Bondarenko-Gheorghiu, Lidija and Lorenc, Ljubinka and Mihailović, Milhailo Lj.",
year = "2000",
abstract = "The Diels-Alder adduct (3), obtained by cycloaddition of 7-dehydrocholesteryl
acetate (1) and maleic anhydride (2), was heated at ca. 90 oC with a large excess of lead
tetraacetate in pyridine solution for 5 h. Under these conditions, compound 3 underwent
lactonization with the participation of the olefinic D6
-double bond to give two isomeric
monolactone derivatives, 9 and 10 (in a total yield of ca. 6%), and the bislactone product
11 (in 11.5% yield). The starting material was recovered in 36% yield., Dils-Alderov adukt 3, dobiven cikloadicijom 7-dehidroholesteril-acetata 1 i
 anhidrida maleinske kiseline 2, oksidovan je velikim viškom olovotetraacetata u
 piridinskom rastvoru na oko 90 ºC u toku 5h. Pod navedenim uslovima izvršena je
 oksidativna laktonizacija jedinjenja 3 sa participacijom olefinske D6
 -dvogube veze
 pri čemu su dobivena dva izomerna monolaktonska derivata 9 i 10 (u ukupnm prinosu od
 oko 6%) i bislaktonski proizvod 11 (u prinosu od oko 11,5%); pri tome je nepromenjen
 polazni adukt izolovan u prinosu od »36%.",
publisher = "Belgrade : Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Lead tetraacetate oxidation of the Diels-Alder adduct of 7-dehydrocholestryl acetate with maleic anhydride, Olovotetraacetatna oksidacija Dils-Adlerovog adukta 7-dehidro-holesteril-acetata sa anhidridom maleinske kiseline",
volume = "65",
number = "3",
pages = "147-156",
doi = "10.2298/JSC0003147B"
}

Bondarenko-Gheorghiu, L., Lorenc, L.,& Mihailović, M. Lj.. (2000). Lead tetraacetate oxidation of the Diels-Alder adduct of 7-dehydrocholestryl acetate with maleic anhydride. in Journal of the Serbian Chemical Society
Belgrade : Serbian Chemical Society., 65(3), 147-156.
https://doi.org/10.2298/JSC0003147B

Bondarenko-Gheorghiu L, Lorenc L, Mihailović ML. Lead tetraacetate oxidation of the Diels-Alder adduct of 7-dehydrocholestryl acetate with maleic anhydride. in Journal of the Serbian Chemical Society. 2000;65(3):147-156.
doi:10.2298/JSC0003147B .

Bondarenko-Gheorghiu, Lidija, Lorenc, Ljubinka, Mihailović, Milhailo Lj., "Lead tetraacetate oxidation of the Diels-Alder adduct of 7-dehydrocholestryl acetate with maleic anhydride" in Journal of the Serbian Chemical Society, 65, no. 3 (2000):147-156,
https://doi.org/10.2298/JSC0003147B . .

TY  - JOUR
AU  - Dabović, Milan
AU  - Petrović, Ivanka J.
AU  - Krstić, Natalija
AU  - Lorenc, Ljubinka
PY  - 2000
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/11
AB  - Expoxidation of cholesta-5,8-dien-3β-yl acetate (1) with peracids takes place preferentially at the more highly substituted Δ8-olefinic double bond to give: (a) with monoperphthalic acid, 8α,9α-epoxycholest-5-en-3β-yl acetate (2) (in 39 % yield) and 9α-hydroxy-5α,6α-epoxycholest-8(14)-en-3β-yl acetate (3) (in 30 % yield); and (b) with m-chloroperbenzoic acid, the 8α,9α-epoxide 2 (64 %) and 5α,6α-epoxy derivative 3 (20 %). Some chemical transformations of the obtained epoxides are described.
AB  - Epoksidacija holesta-5,8-dien-3β-il acetata (1) sa perkiselinama prvenstveno se odvija na više supstituisanoj Δ8-olefinskoj dvoguboj vezi pri čemu se dobija: (a) sa monoperftalnom kiselinom, 8α,9α-epoksiholest-5-en-3β-il acetat (2) (u prenosu od 39 %) i 9α-hidroksi-5α,6α-epoksiholest-8(14)-en-3β-il acetat (3) (u prenosu od 30 %); i (b) sa m-hlorperbenzoevom kiselinom, 8α,9α-epoksid 2 (u prenosu od 64 %) i 5α,6α-epoksi derivat 3 (u prenosu od 20 %). Opisane su i neke hemijske transformacije dobijenih epoksida.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Peracids oxidation of cholesta-5,8-dien-3β-yl acetate
T1  - Oksidacija holesta-5,8-dien-3β-il acetata sa perkiselinama
VL  - 65
IS  - 11
SP  - 769
EP  - 772
UR  - https://hdl.handle.net/21.15107/rcub_cer_11
ER  - 

@article{
author = "Dabović, Milan and Petrović, Ivanka J. and Krstić, Natalija and Lorenc, Ljubinka",
year = "2000",
abstract = "Expoxidation of cholesta-5,8-dien-3β-yl acetate (1) with peracids takes place preferentially at the more highly substituted Δ8-olefinic double bond to give: (a) with monoperphthalic acid, 8α,9α-epoxycholest-5-en-3β-yl acetate (2) (in 39 % yield) and 9α-hydroxy-5α,6α-epoxycholest-8(14)-en-3β-yl acetate (3) (in 30 % yield); and (b) with m-chloroperbenzoic acid, the 8α,9α-epoxide 2 (64 %) and 5α,6α-epoxy derivative 3 (20 %). Some chemical transformations of the obtained epoxides are described., Epoksidacija holesta-5,8-dien-3β-il acetata (1) sa perkiselinama prvenstveno se odvija na više supstituisanoj Δ8-olefinskoj dvoguboj vezi pri čemu se dobija: (a) sa monoperftalnom kiselinom, 8α,9α-epoksiholest-5-en-3β-il acetat (2) (u prenosu od 39 %) i 9α-hidroksi-5α,6α-epoksiholest-8(14)-en-3β-il acetat (3) (u prenosu od 30 %); i (b) sa m-hlorperbenzoevom kiselinom, 8α,9α-epoksid 2 (u prenosu od 64 %) i 5α,6α-epoksi derivat 3 (u prenosu od 20 %). Opisane su i neke hemijske transformacije dobijenih epoksida.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Peracids oxidation of cholesta-5,8-dien-3β-yl acetate, Oksidacija holesta-5,8-dien-3β-il acetata sa perkiselinama",
volume = "65",
number = "11",
pages = "769-772",
url = "https://hdl.handle.net/21.15107/rcub_cer_11"
}

Dabović, M., Petrović, I. J., Krstić, N.,& Lorenc, L.. (2000). Peracids oxidation of cholesta-5,8-dien-3β-yl acetate. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 65(11), 769-772.
https://hdl.handle.net/21.15107/rcub_cer_11

Dabović M, Petrović IJ, Krstić N, Lorenc L. Peracids oxidation of cholesta-5,8-dien-3β-yl acetate. in Journal of the Serbian Chemical Society. 2000;65(11):769-772.
https://hdl.handle.net/21.15107/rcub_cer_11 .

Dabović, Milan, Petrović, Ivanka J., Krstić, Natalija, Lorenc, Ljubinka, "Peracids oxidation of cholesta-5,8-dien-3β-yl acetate" in Journal of the Serbian Chemical Society, 65, no. 11 (2000):769-772,
https://hdl.handle.net/21.15107/rcub_cer_11 .

TY  - JOUR
AU  - Bjelaković, Mira
AU  - Lorenc, Ljubinka
AU  - Pavlović, Vladimir D.
AU  - Mihailović, Milhailo Lj.
AU  - Tinant, Bernard
AU  - Declercq, Jean-Paul
AU  - Kalvoda, Jaroslav
PY  - 1999
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4184
AB  - Oxidations of 14α‐hydroxy‐5α‐cholestan‐3β‐yl acetate (5) with lead tetraacetate under thermal or photolytic conditions or in the presence of iodine proceed mainly by fragmentation of the C(13)−C(14) bond to give as the primary products the 13,18‐didehydro‐13,14‐seco derivative 6 and the (E )‐Δ12‐13,14‐seco ketone 11, respectively. Further transformations of these compounds under conditions of their formation afforded, in addition, the acetoxy derivatives 7 – 9 (from 6), and the D‐homo‐C‐nor compound 12 and (12R,13R)‐epoxide 13 (from 11). Unexpectedly, the photolytic lead‐tetraacetate oxidation of 5 resulted partly (to ca. 20%) in a reversible fragmentation involving scission and recombination of the C(8)−C(14) bond followed by formation of the 14β,22‐ether 10. Possible mechanisms for the observed transformations are discussed.
PB  - Wiley
T2  - Helvetica Chimica Acta
T1  - 13,14-Seco-steroids: A New Type of Modified Steroids Containing a Nine-Membered Ring
VL  - 82
IS  - 5
SP  - 707
EP  - 721
DO  - 10.1002/(SICI)1522-2675(19990505)82:5<707::AID-HLCA707>3.0.CO;2-O
ER  - 

@article{
author = "Bjelaković, Mira and Lorenc, Ljubinka and Pavlović, Vladimir D. and Mihailović, Milhailo Lj. and Tinant, Bernard and Declercq, Jean-Paul and Kalvoda, Jaroslav",
year = "1999",
abstract = "Oxidations of 14α‐hydroxy‐5α‐cholestan‐3β‐yl acetate (5) with lead tetraacetate under thermal or photolytic conditions or in the presence of iodine proceed mainly by fragmentation of the C(13)−C(14) bond to give as the primary products the 13,18‐didehydro‐13,14‐seco derivative 6 and the (E )‐Δ12‐13,14‐seco ketone 11, respectively. Further transformations of these compounds under conditions of their formation afforded, in addition, the acetoxy derivatives 7 – 9 (from 6), and the D‐homo‐C‐nor compound 12 and (12R,13R)‐epoxide 13 (from 11). Unexpectedly, the photolytic lead‐tetraacetate oxidation of 5 resulted partly (to ca. 20%) in a reversible fragmentation involving scission and recombination of the C(8)−C(14) bond followed by formation of the 14β,22‐ether 10. Possible mechanisms for the observed transformations are discussed.",
publisher = "Wiley",
journal = "Helvetica Chimica Acta",
title = "13,14-Seco-steroids: A New Type of Modified Steroids Containing a Nine-Membered Ring",
volume = "82",
number = "5",
pages = "707-721",
doi = "10.1002/(SICI)1522-2675(19990505)82:5<707::AID-HLCA707>3.0.CO;2-O"
}

Bjelaković, M., Lorenc, L., Pavlović, Vladimir D., Mihailović, M. Lj., Tinant, B., Declercq, J.,& Kalvoda, J.. (1999). 13,14-Seco-steroids: A New Type of Modified Steroids Containing a Nine-Membered Ring. in Helvetica Chimica Acta
Wiley., 82(5), 707-721.
https://doi.org/10.1002/(SICI)1522-2675(19990505)82:5<707::AID-HLCA707>3.0.CO;2-O

Bjelaković M, Lorenc L, Pavlović V, Mihailović ML, Tinant B, Declercq J, Kalvoda J. 13,14-Seco-steroids: A New Type of Modified Steroids Containing a Nine-Membered Ring. in Helvetica Chimica Acta. 1999;82(5):707-721.
doi:10.1002/(SICI)1522-2675(19990505)82:5<707::AID-HLCA707>3.0.CO;2-O .

Bjelaković, Mira, Lorenc, Ljubinka, Pavlović, Vladimir D., Mihailović, Milhailo Lj., Tinant, Bernard, Declercq, Jean-Paul, Kalvoda, Jaroslav, "13,14-Seco-steroids: A New Type of Modified Steroids Containing a Nine-Membered Ring" in Helvetica Chimica Acta, 82, no. 5 (1999):707-721,
https://doi.org/10.1002/(SICI)1522-2675(19990505)82:5<707::AID-HLCA707>3.0.CO;2-O . .

TY  - JOUR
AU  - Lorenc, Ljubinka B.
AU  - Pavlović, Vladimir
AU  - Juranić, Ivan
AU  - Mihailović, Milhailo Lj.
AU  - Bondarenko-Gheorghiu, Lidija G.
AU  - Krstić, Natalija
AU  - Dabović, Milan
PY  - 1999
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4401
AB  - The thermal and acid-catalyzed intramolecular rearrangement of the (Z)- and (E)-cyclodecene-1,4-dione compounds deriving from steroids, 2a,b and 3a,b, respectively, proceeds stereoselectively to give the corresponding configurationally different spiro-γ-lactone derivatives, the (5R,9R)-isomers 4a,b (from the (Z)-cyclodecenediones 2a,b) and the (5R,9S)-isomers 5a,b (from the (E)-cyclodecenediones 3a,b). The semiempirical MNDOAM1 and PM3 molecular orbital methods were applied to elucidate the possible mechanistic pathway of the observed intramolecular process leading to the spiro-γ-lactone structures.
PB  - MDPI
T2  - Molecules
T1  - Stereoselective transformation of cyclodecene-1,4-dione systems, derived from steroids, to the corresponding spiro-g-lactones. A semiempirical MO Study
VL  - 4
IS  - 10
SP  - 272
EP  - 278
DO  - 10.3390/41000272
ER  - 

@article{
author = "Lorenc, Ljubinka B. and Pavlović, Vladimir and Juranić, Ivan and Mihailović, Milhailo Lj. and Bondarenko-Gheorghiu, Lidija G. and Krstić, Natalija and Dabović, Milan",
year = "1999",
abstract = "The thermal and acid-catalyzed intramolecular rearrangement of the (Z)- and (E)-cyclodecene-1,4-dione compounds deriving from steroids, 2a,b and 3a,b, respectively, proceeds stereoselectively to give the corresponding configurationally different spiro-γ-lactone derivatives, the (5R,9R)-isomers 4a,b (from the (Z)-cyclodecenediones 2a,b) and the (5R,9S)-isomers 5a,b (from the (E)-cyclodecenediones 3a,b). The semiempirical MNDOAM1 and PM3 molecular orbital methods were applied to elucidate the possible mechanistic pathway of the observed intramolecular process leading to the spiro-γ-lactone structures.",
publisher = "MDPI",
journal = "Molecules",
title = "Stereoselective transformation of cyclodecene-1,4-dione systems, derived from steroids, to the corresponding spiro-g-lactones. A semiempirical MO Study",
volume = "4",
number = "10",
pages = "272-278",
doi = "10.3390/41000272"
}

Lorenc, L. B., Pavlović, V., Juranić, I., Mihailović, M. Lj., Bondarenko-Gheorghiu, L. G., Krstić, N.,& Dabović, M.. (1999). Stereoselective transformation of cyclodecene-1,4-dione systems, derived from steroids, to the corresponding spiro-g-lactones. A semiempirical MO Study. in Molecules
MDPI., 4(10), 272-278.
https://doi.org/10.3390/41000272

Lorenc LB, Pavlović V, Juranić I, Mihailović ML, Bondarenko-Gheorghiu LG, Krstić N, Dabović M. Stereoselective transformation of cyclodecene-1,4-dione systems, derived from steroids, to the corresponding spiro-g-lactones. A semiempirical MO Study. in Molecules. 1999;4(10):272-278.
doi:10.3390/41000272 .

Lorenc, Ljubinka B., Pavlović, Vladimir, Juranić, Ivan, Mihailović, Milhailo Lj., Bondarenko-Gheorghiu, Lidija G., Krstić, Natalija, Dabović, Milan, "Stereoselective transformation of cyclodecene-1,4-dione systems, derived from steroids, to the corresponding spiro-g-lactones. A semiempirical MO Study" in Molecules, 4, no. 10 (1999):272-278,
https://doi.org/10.3390/41000272 . .

TY  - JOUR
AU  - Rajković, Milica M.
AU  - Lorenc, Ljubinka B.
AU  - Juranić, Ivan
AU  - Vitnik, Željko
AU  - Mihailović, Milhailo Lj.
PY  - 1999
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4391
AB  - Acid-catalyzed reaction of the steroidal Δ 1 -unsaturated 3β,5β- epoxyimino compound 2 and Δ 3 -unsaturated 1β,5β-epoxyimino products 3 and 7, results in intramolecular rearrangement involving the N-CH 3 group to give the corresponding perhydro-3,1-oxazine derivatives 9-11. Under similar reaction conditions, the saturated analogues 4, 6 and 8 remain unchanged. The difference in reactivity between the unsaturated and saturated compounds is studied and elucidated by the semiempirical molecular orbital MNDO-PM3 method.
PB  - Elsevier
T2  - Tetrahedron
T1  - Acid-catalyzed rearrangement of some steroidal isoxazolidines
VL  - 55
IS  - 21
SP  - 6681
EP  - 6690
DO  - 10.1016/S0040-4020(99)00314-2
ER  - 

@article{
author = "Rajković, Milica M. and Lorenc, Ljubinka B. and Juranić, Ivan and Vitnik, Željko and Mihailović, Milhailo Lj.",
year = "1999",
abstract = "Acid-catalyzed reaction of the steroidal Δ 1 -unsaturated 3β,5β- epoxyimino compound 2 and Δ 3 -unsaturated 1β,5β-epoxyimino products 3 and 7, results in intramolecular rearrangement involving the N-CH 3 group to give the corresponding perhydro-3,1-oxazine derivatives 9-11. Under similar reaction conditions, the saturated analogues 4, 6 and 8 remain unchanged. The difference in reactivity between the unsaturated and saturated compounds is studied and elucidated by the semiempirical molecular orbital MNDO-PM3 method.",
publisher = "Elsevier",
journal = "Tetrahedron",
title = "Acid-catalyzed rearrangement of some steroidal isoxazolidines",
volume = "55",
number = "21",
pages = "6681-6690",
doi = "10.1016/S0040-4020(99)00314-2"
}

Rajković, M. M., Lorenc, L. B., Juranić, I., Vitnik, Ž.,& Mihailović, M. Lj.. (1999). Acid-catalyzed rearrangement of some steroidal isoxazolidines. in Tetrahedron
Elsevier., 55(21), 6681-6690.
https://doi.org/10.1016/S0040-4020(99)00314-2

Rajković MM, Lorenc LB, Juranić I, Vitnik Ž, Mihailović ML. Acid-catalyzed rearrangement of some steroidal isoxazolidines. in Tetrahedron. 1999;55(21):6681-6690.
doi:10.1016/S0040-4020(99)00314-2 .

Rajković, Milica M., Lorenc, Ljubinka B., Juranić, Ivan, Vitnik, Željko, Mihailović, Milhailo Lj., "Acid-catalyzed rearrangement of some steroidal isoxazolidines" in Tetrahedron, 55, no. 21 (1999):6681-6690,
https://doi.org/10.1016/S0040-4020(99)00314-2 . .

TY  - JOUR
AU  - Mihailović, Milhailo Lj.
AU  - Dabović, Milan
AU  - Pavlović, Vladimir D.
AU  - Krstić, Natalija
AU  - Lorenc, Ljubinka
PY  - 1997
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2707
AB  - 5-Hydroxy-5α-cholest-8-en-3β-yl acetate (8) (prepared in 6 steps starting from 7-dehydrocholesteryl acetate (1) was transformed with ruthenium tetroxide to 5-hydroxy-8,9-dioxo-8,9-seco-5α-cholestan-3β-yl acetate (9). Treatment of the latter 8,9-seco-5-hydroxy derivative with lead tetraacetate (LTA) or mercuric oxide/iodine reagent (HgO/I2) resulted, instead of the expected oxidative β-fragmentation of its C(5)-C(10) bond, in the competing non-regio and non-stereoselective acetoxylation of the α-positions next to the 8- and 9-oxo functions (with LTA), and in the ≈ 82% recovery of the starting material (with HgO/I2). The results are discussed in terms of the strong hydrogen bonding which exists between the 5α-hydroxyl and the 8-oxo group.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis and oxidative transformations of 5-hydroxy-5α-cholest-8-en-3β-yl acetate
VL  - 62
IS  - 9
SP  - 719
EP  - 726
UR  - https://hdl.handle.net/21.15107/rcub_cer_2707
ER  - 

@article{
author = "Mihailović, Milhailo Lj. and Dabović, Milan and Pavlović, Vladimir D. and Krstić, Natalija and Lorenc, Ljubinka",
year = "1997",
abstract = "5-Hydroxy-5α-cholest-8-en-3β-yl acetate (8) (prepared in 6 steps starting from 7-dehydrocholesteryl acetate (1) was transformed with ruthenium tetroxide to 5-hydroxy-8,9-dioxo-8,9-seco-5α-cholestan-3β-yl acetate (9). Treatment of the latter 8,9-seco-5-hydroxy derivative with lead tetraacetate (LTA) or mercuric oxide/iodine reagent (HgO/I2) resulted, instead of the expected oxidative β-fragmentation of its C(5)-C(10) bond, in the competing non-regio and non-stereoselective acetoxylation of the α-positions next to the 8- and 9-oxo functions (with LTA), and in the ≈ 82% recovery of the starting material (with HgO/I2). The results are discussed in terms of the strong hydrogen bonding which exists between the 5α-hydroxyl and the 8-oxo group.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis and oxidative transformations of 5-hydroxy-5α-cholest-8-en-3β-yl acetate",
volume = "62",
number = "9",
pages = "719-726",
url = "https://hdl.handle.net/21.15107/rcub_cer_2707"
}

Mihailović, M. Lj., Dabović, M., Pavlović, V. D., Krstić, N.,& Lorenc, L.. (1997). Synthesis and oxidative transformations of 5-hydroxy-5α-cholest-8-en-3β-yl acetate. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 62(9), 719-726.
https://hdl.handle.net/21.15107/rcub_cer_2707

Mihailović ML, Dabović M, Pavlović VD, Krstić N, Lorenc L. Synthesis and oxidative transformations of 5-hydroxy-5α-cholest-8-en-3β-yl acetate. in Journal of the Serbian Chemical Society. 1997;62(9):719-726.
https://hdl.handle.net/21.15107/rcub_cer_2707 .

Mihailović, Milhailo Lj., Dabović, Milan, Pavlović, Vladimir D., Krstić, Natalija, Lorenc, Ljubinka, "Synthesis and oxidative transformations of 5-hydroxy-5α-cholest-8-en-3β-yl acetate" in Journal of the Serbian Chemical Society, 62, no. 9 (1997):719-726,
https://hdl.handle.net/21.15107/rcub_cer_2707 .

TY  - JOUR
AU  - Kalvoda, Jaroslav
AU  - Grob, Jüren
AU  - Bjelaković, Mira
AU  - Lorenc, Ljubinka
AU  - Mihailović, Milhailo Lj.
PY  - 1997
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4188
AB  - The two structurally similar 20‐phenyl‐ and 20‐(4‐methoxyphenyl)‐11‐(nitrosooxy)pregnan‐20‐ol derivatives 4 and 7 behave differently under photolytic conditions, the former nitrous acid ester affording, as a main product, the benzo‐fused hexacyclic compound 9, and the latter the 21‐nitro derivative 12. Mechanistic aspects of these transformations are discussed.
PB  - Wiley
T2  - Helvetica Chimica Acta
T1  - Photolysis of Steroidal 20-Aryl-Substituted 11-Nitrites
VL  - 80
IS  - 4
SP  - 1221
EP  - 1228
DO  - 10.1002/hlca.19970800419
ER  - 

@article{
author = "Kalvoda, Jaroslav and Grob, Jüren and Bjelaković, Mira and Lorenc, Ljubinka and Mihailović, Milhailo Lj.",
year = "1997",
abstract = "The two structurally similar 20‐phenyl‐ and 20‐(4‐methoxyphenyl)‐11‐(nitrosooxy)pregnan‐20‐ol derivatives 4 and 7 behave differently under photolytic conditions, the former nitrous acid ester affording, as a main product, the benzo‐fused hexacyclic compound 9, and the latter the 21‐nitro derivative 12. Mechanistic aspects of these transformations are discussed.",
publisher = "Wiley",
journal = "Helvetica Chimica Acta",
title = "Photolysis of Steroidal 20-Aryl-Substituted 11-Nitrites",
volume = "80",
number = "4",
pages = "1221-1228",
doi = "10.1002/hlca.19970800419"
}

Kalvoda, J., Grob, J., Bjelaković, M., Lorenc, L.,& Mihailović, M. Lj.. (1997). Photolysis of Steroidal 20-Aryl-Substituted 11-Nitrites. in Helvetica Chimica Acta
Wiley., 80(4), 1221-1228.
https://doi.org/10.1002/hlca.19970800419

Kalvoda J, Grob J, Bjelaković M, Lorenc L, Mihailović ML. Photolysis of Steroidal 20-Aryl-Substituted 11-Nitrites. in Helvetica Chimica Acta. 1997;80(4):1221-1228.
doi:10.1002/hlca.19970800419 .

Kalvoda, Jaroslav, Grob, Jüren, Bjelaković, Mira, Lorenc, Ljubinka, Mihailović, Milhailo Lj., "Photolysis of Steroidal 20-Aryl-Substituted 11-Nitrites" in Helvetica Chimica Acta, 80, no. 4 (1997):1221-1228,
https://doi.org/10.1002/hlca.19970800419 . .

TY  - JOUR
AU  - Mihailović, Milhailo Lj.
AU  - Pavlović, Vladimir D.
AU  - Bondarenko-Gheorghiu, Lidija
AU  - Krstić, Natalija
AU  - Dabović, Milan
AU  - Lorenc, Ljubinka
PY  - 1996
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2708
AB  - In this paper is described a synthetic pathway to the modified 5, 10:8, 14-bisfragmentation cholestene derivatives 10, 11 and 12, which involves introduction of the Δ8(14)-double bond and 5α-hydroxyl group in the cholestane molecule and subsequent cleavage of the olefinic C(8)-C(14) bond (with ruthenium tetroxide) and C(5)-C(10) bond (with mercuric oxide/iodine or lead tetracetate/iodine).
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis of modified 5,10:8,14-bisfragmentation cholestane derivatives
VL  - 61
IS  - 11
SP  - 941
EP  - 946
UR  - https://hdl.handle.net/21.15107/rcub_cer_2708
ER  - 

@article{
author = "Mihailović, Milhailo Lj. and Pavlović, Vladimir D. and Bondarenko-Gheorghiu, Lidija and Krstić, Natalija and Dabović, Milan and Lorenc, Ljubinka",
year = "1996",
abstract = "In this paper is described a synthetic pathway to the modified 5, 10:8, 14-bisfragmentation cholestene derivatives 10, 11 and 12, which involves introduction of the Δ8(14)-double bond and 5α-hydroxyl group in the cholestane molecule and subsequent cleavage of the olefinic C(8)-C(14) bond (with ruthenium tetroxide) and C(5)-C(10) bond (with mercuric oxide/iodine or lead tetracetate/iodine).",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis of modified 5,10:8,14-bisfragmentation cholestane derivatives",
volume = "61",
number = "11",
pages = "941-946",
url = "https://hdl.handle.net/21.15107/rcub_cer_2708"
}

Mihailović, M. Lj., Pavlović, V. D., Bondarenko-Gheorghiu, L., Krstić, N., Dabović, M.,& Lorenc, L.. (1996). Synthesis of modified 5,10:8,14-bisfragmentation cholestane derivatives. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 61(11), 941-946.
https://hdl.handle.net/21.15107/rcub_cer_2708

Mihailović ML, Pavlović VD, Bondarenko-Gheorghiu L, Krstić N, Dabović M, Lorenc L. Synthesis of modified 5,10:8,14-bisfragmentation cholestane derivatives. in Journal of the Serbian Chemical Society. 1996;61(11):941-946.
https://hdl.handle.net/21.15107/rcub_cer_2708 .

Mihailović, Milhailo Lj., Pavlović, Vladimir D., Bondarenko-Gheorghiu, Lidija, Krstić, Natalija, Dabović, Milan, Lorenc, Ljubinka, "Synthesis of modified 5,10:8,14-bisfragmentation cholestane derivatives" in Journal of the Serbian Chemical Society, 61, no. 11 (1996):941-946,
https://hdl.handle.net/21.15107/rcub_cer_2708 .

TY  - JOUR
AU  - Dabović, Milan
AU  - Bjelaković, Mira
AU  - Andrejević, V.
AU  - Lorenc, Ljubinka
AU  - Mihailović, Milhailo Lj.
PY  - 1994
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2697
AB  - Photochemically induced HgO/I2 oxidation of cholest-5-en-3α-ol (6) and cholest-5-en-3β-ol (7) afforded (Scheme 3) products arising from the corresponding alkoxy radicals (12, 13 and 14a,b) and from attack of the I2O intermediate at the olefinic double bond (epoxides 15a and 16a,b respectively). With cholest-5-ene-1α,3β-diol 3-acetate (8) and cholest-7-ene-3β,5α-diol 3-acetate (9) the HgO/I2 oxidation led to unresolvable complex mixtures (Scheme 5). With the same reagent cholest-5-en-3α-ol acetate (10) and cholest-5-en-3β-ol acetate (11) underwent exclusively attack by I2O, to give epoxides 20a,b, iodohydrin 21, and rearranged products 19 and 22 (Scheme 7), in the case of 10, and predominantly epoxides 23a,b (Scheme 8), in the case of 11. © 1994.
PB  - Pergamon
T2  - Tetrahedron
T1  - Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds
VL  - 50
IS  - 6
SP  - 1833
EP  - 1846
DO  - 10.1016/S0040-4020(01)80855-3
ER  - 

@article{
author = "Dabović, Milan and Bjelaković, Mira and Andrejević, V. and Lorenc, Ljubinka and Mihailović, Milhailo Lj.",
year = "1994",
abstract = "Photochemically induced HgO/I2 oxidation of cholest-5-en-3α-ol (6) and cholest-5-en-3β-ol (7) afforded (Scheme 3) products arising from the corresponding alkoxy radicals (12, 13 and 14a,b) and from attack of the I2O intermediate at the olefinic double bond (epoxides 15a and 16a,b respectively). With cholest-5-ene-1α,3β-diol 3-acetate (8) and cholest-7-ene-3β,5α-diol 3-acetate (9) the HgO/I2 oxidation led to unresolvable complex mixtures (Scheme 5). With the same reagent cholest-5-en-3α-ol acetate (10) and cholest-5-en-3β-ol acetate (11) underwent exclusively attack by I2O, to give epoxides 20a,b, iodohydrin 21, and rearranged products 19 and 22 (Scheme 7), in the case of 10, and predominantly epoxides 23a,b (Scheme 8), in the case of 11. © 1994.",
publisher = "Pergamon",
journal = "Tetrahedron",
title = "Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds",
volume = "50",
number = "6",
pages = "1833-1846",
doi = "10.1016/S0040-4020(01)80855-3"
}

Dabović, M., Bjelaković, M., Andrejević, V., Lorenc, L.,& Mihailović, M. Lj.. (1994). Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds. in Tetrahedron
Pergamon., 50(6), 1833-1846.
https://doi.org/10.1016/S0040-4020(01)80855-3

Dabović M, Bjelaković M, Andrejević V, Lorenc L, Mihailović ML. Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds. in Tetrahedron. 1994;50(6):1833-1846.
doi:10.1016/S0040-4020(01)80855-3 .

Dabović, Milan, Bjelaković, Mira, Andrejević, V., Lorenc, Ljubinka, Mihailović, Milhailo Lj., "Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds" in Tetrahedron, 50, no. 6 (1994):1833-1846,
https://doi.org/10.1016/S0040-4020(01)80855-3 . .

TY  - JOUR
AU  - Tinant, Bernard
AU  - Declercq, J P
AU  - Dabović, Milan
AU  - Krstić, Natalija
AU  - Lorenc, Ljubinka
AU  - Mihailović, Milhailo Lj.
PY  - 1993
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2704
AB  - The molecular structure of the title compound, which might be a possible intermediate in the synthesis of 5,10:8,9‐diseco‐steroids (=steroklastanes), was determined by X‐ray analysis. Hydrogen bonding between the 5α‐hydroxyl group and the 9‐oxo function attached to the ten‐membered ring, and the presence of two conformational forms of the side‐chain in the solid state structure of 2 are established. Copyright © 1993 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
PB  - Comltb van Beheer van het Bulletin V.Z.W.
T2  - Bulletin des Sociétés Chimiques Belges
T1  - Crystal Structure and Solid State Conformation of 5‐Hydroxy‐8,9‐Dioxo‐8,9‐Seco‐α‐Cholestan‐3β‐yl Acetate
VL  - 102
IS  - 8
SP  - 539
EP  - 544
DO  - 10.1002/bscb.19931020806
ER  - 

@article{
author = "Tinant, Bernard and Declercq, J P and Dabović, Milan and Krstić, Natalija and Lorenc, Ljubinka and Mihailović, Milhailo Lj.",
year = "1993",
abstract = "The molecular structure of the title compound, which might be a possible intermediate in the synthesis of 5,10:8,9‐diseco‐steroids (=steroklastanes), was determined by X‐ray analysis. Hydrogen bonding between the 5α‐hydroxyl group and the 9‐oxo function attached to the ten‐membered ring, and the presence of two conformational forms of the side‐chain in the solid state structure of 2 are established. Copyright © 1993 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim",
publisher = "Comltb van Beheer van het Bulletin V.Z.W.",
journal = "Bulletin des Sociétés Chimiques Belges",
title = "Crystal Structure and Solid State Conformation of 5‐Hydroxy‐8,9‐Dioxo‐8,9‐Seco‐α‐Cholestan‐3β‐yl Acetate",
volume = "102",
number = "8",
pages = "539-544",
doi = "10.1002/bscb.19931020806"
}

Tinant, B., Declercq, J. P., Dabović, M., Krstić, N., Lorenc, L.,& Mihailović, M. Lj.. (1993). Crystal Structure and Solid State Conformation of 5‐Hydroxy‐8,9‐Dioxo‐8,9‐Seco‐α‐Cholestan‐3β‐yl Acetate. in Bulletin des Sociétés Chimiques Belges
Comltb van Beheer van het Bulletin V.Z.W.., 102(8), 539-544.
https://doi.org/10.1002/bscb.19931020806

Tinant B, Declercq JP, Dabović M, Krstić N, Lorenc L, Mihailović ML. Crystal Structure and Solid State Conformation of 5‐Hydroxy‐8,9‐Dioxo‐8,9‐Seco‐α‐Cholestan‐3β‐yl Acetate. in Bulletin des Sociétés Chimiques Belges. 1993;102(8):539-544.
doi:10.1002/bscb.19931020806 .

Tinant, Bernard, Declercq, J P, Dabović, Milan, Krstić, Natalija, Lorenc, Ljubinka, Mihailović, Milhailo Lj., "Crystal Structure and Solid State Conformation of 5‐Hydroxy‐8,9‐Dioxo‐8,9‐Seco‐α‐Cholestan‐3β‐yl Acetate" in Bulletin des Sociétés Chimiques Belges, 102, no. 8 (1993):539-544,
https://doi.org/10.1002/bscb.19931020806 . .

TY  - JOUR
AU  - Lorenc, Ljubinka
AU  - Bondarenko-Gheorghiu, Lidija
AU  - Pavlović, Vladimir B.
AU  - Führer, Hermann
AU  - Kalvoda, Jaroslav
AU  - Mihailović, Milhailo Lj.
PY  - 1992
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4743
AB  - Catalytic hydrogenation of the Δ3‐unsaturated (9R,10 R)‐ and (9S,10 S)‐epoxyenol lactones 3a, b., and 4a, b., respectively, affords, in addition to the expected saturated epoxylactones 5a, b and 7a, b, also open‐chain products, i.e. the diastereoisomeric (9R,10R)‐ and (9S,10S)‐9,10‐expoxy‐8‐oxo‐4,5‐secosteroklastan‐5‐oic acids 6a, b. and 8a, b. Alkaline hydrolysis of the lactone ring of compounds 5 and 7 and subsequent acetylation of the corresponding hydroxy derivatives give as the major products the open‐chain, diasteroisomeric (9R,10R)‐ and (9S,10S)‐4‐acetoxy‐9,10‐epoxy‐methyl esters 9a, b and 11a, b, respectively, and, but only in the androstane series, the tetrahydropyran derivatives 10a and 12a, as the minor components.
PB  - Weinheim : Wiley-VCH Verlag GmbH & Co.
T2  - Helvetica Chimica Acta
T1  - Opening of the Macrocyclic Ring in 5,10:8,9‐Disecosteroids ( = Steroklastanes)
VL  - 75
IS  - 1
SP  - 203
EP  - 209
DO  - 10.1002/hlca.19920750118
ER  - 

@article{
author = "Lorenc, Ljubinka and Bondarenko-Gheorghiu, Lidija and Pavlović, Vladimir B. and Führer, Hermann and Kalvoda, Jaroslav and Mihailović, Milhailo Lj.",
year = "1992",
abstract = "Catalytic hydrogenation of the Δ3‐unsaturated (9R,10 R)‐ and (9S,10 S)‐epoxyenol lactones 3a, b., and 4a, b., respectively, affords, in addition to the expected saturated epoxylactones 5a, b and 7a, b, also open‐chain products, i.e. the diastereoisomeric (9R,10R)‐ and (9S,10S)‐9,10‐expoxy‐8‐oxo‐4,5‐secosteroklastan‐5‐oic acids 6a, b. and 8a, b. Alkaline hydrolysis of the lactone ring of compounds 5 and 7 and subsequent acetylation of the corresponding hydroxy derivatives give as the major products the open‐chain, diasteroisomeric (9R,10R)‐ and (9S,10S)‐4‐acetoxy‐9,10‐epoxy‐methyl esters 9a, b and 11a, b, respectively, and, but only in the androstane series, the tetrahydropyran derivatives 10a and 12a, as the minor components.",
publisher = "Weinheim : Wiley-VCH Verlag GmbH & Co.",
journal = "Helvetica Chimica Acta",
title = "Opening of the Macrocyclic Ring in 5,10:8,9‐Disecosteroids ( = Steroklastanes)",
volume = "75",
number = "1",
pages = "203-209",
doi = "10.1002/hlca.19920750118"
}

Lorenc, L., Bondarenko-Gheorghiu, L., Pavlović, V. B., Führer, H., Kalvoda, J.,& Mihailović, M. Lj.. (1992). Opening of the Macrocyclic Ring in 5,10:8,9‐Disecosteroids ( = Steroklastanes). in Helvetica Chimica Acta
Weinheim : Wiley-VCH Verlag GmbH & Co.., 75(1), 203-209.
https://doi.org/10.1002/hlca.19920750118

Lorenc L, Bondarenko-Gheorghiu L, Pavlović VB, Führer H, Kalvoda J, Mihailović ML. Opening of the Macrocyclic Ring in 5,10:8,9‐Disecosteroids ( = Steroklastanes). in Helvetica Chimica Acta. 1992;75(1):203-209.
doi:10.1002/hlca.19920750118 .

Lorenc, Ljubinka, Bondarenko-Gheorghiu, Lidija, Pavlović, Vladimir B., Führer, Hermann, Kalvoda, Jaroslav, Mihailović, Milhailo Lj., "Opening of the Macrocyclic Ring in 5,10:8,9‐Disecosteroids ( = Steroklastanes)" in Helvetica Chimica Acta, 75, no. 1 (1992):203-209,
https://doi.org/10.1002/hlca.19920750118 . .

TY  - JOUR
AU  - Lorenc, Ljubinka B.
AU  - Pavlović, Vladimir D.
AU  - Mihailovíć, Mihailo  Lj.
AU  - Kalvoda, Jaroslav
AU  - Führer, Hermann
PY  - 1991
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4393
AB  - UV irradiation of the unsaturated (E)‐5,10‐secosteroidal ketones 1 and 6 results, in addition to (E/Z)‐isomerization, in an intramolecular Pateino‐Büchi reaction and, in the case of 1, in transannular cyclization (along with AcOH elimination). The stereochemistry of the observed intramolecular photoprocesses can be explained in terms of ground‐state conformations of the (E)‐seco‐ketones 1 and 6 in solution.
PB  - Wiley - VCH Verlag GmbH & Co
T2  - Helvetica Chimica Acta
T1  - Synthesis, structure, and reactivity of secosteroids containing a medium‐sized ring. Part 32. Conformations and photochemical reactivity of some unsaturated 5,10‐secosteroidal ketones
VL  - 74
IS  - 7
SP  - 1459
EP  - 1463
DO  - 10.1002/hlca.19910740709
ER  - 

@article{
author = "Lorenc, Ljubinka B. and Pavlović, Vladimir D. and Mihailovíć, Mihailo  Lj. and Kalvoda, Jaroslav and Führer, Hermann",
year = "1991",
abstract = "UV irradiation of the unsaturated (E)‐5,10‐secosteroidal ketones 1 and 6 results, in addition to (E/Z)‐isomerization, in an intramolecular Pateino‐Büchi reaction and, in the case of 1, in transannular cyclization (along with AcOH elimination). The stereochemistry of the observed intramolecular photoprocesses can be explained in terms of ground‐state conformations of the (E)‐seco‐ketones 1 and 6 in solution.",
publisher = "Wiley - VCH Verlag GmbH & Co",
journal = "Helvetica Chimica Acta",
title = "Synthesis, structure, and reactivity of secosteroids containing a medium‐sized ring. Part 32. Conformations and photochemical reactivity of some unsaturated 5,10‐secosteroidal ketones",
volume = "74",
number = "7",
pages = "1459-1463",
doi = "10.1002/hlca.19910740709"
}

Lorenc, L. B., Pavlović, V. D., Mihailovíć, Mihailo  Lj., Kalvoda, J.,& Führer, H.. (1991). Synthesis, structure, and reactivity of secosteroids containing a medium‐sized ring. Part 32. Conformations and photochemical reactivity of some unsaturated 5,10‐secosteroidal ketones. in Helvetica Chimica Acta
Wiley - VCH Verlag GmbH & Co., 74(7), 1459-1463.
https://doi.org/10.1002/hlca.19910740709

Lorenc LB, Pavlović VD, Mihailovíć, Mihailo  Lj., Kalvoda J, Führer H. Synthesis, structure, and reactivity of secosteroids containing a medium‐sized ring. Part 32. Conformations and photochemical reactivity of some unsaturated 5,10‐secosteroidal ketones. in Helvetica Chimica Acta. 1991;74(7):1459-1463.
doi:10.1002/hlca.19910740709 .

Lorenc, Ljubinka B., Pavlović, Vladimir D., Mihailovíć, Mihailo  Lj., Kalvoda, Jaroslav, Führer, Hermann, "Synthesis, structure, and reactivity of secosteroids containing a medium‐sized ring. Part 32. Conformations and photochemical reactivity of some unsaturated 5,10‐secosteroidal ketones" in Helvetica Chimica Acta, 74, no. 7 (1991):1459-1463,
https://doi.org/10.1002/hlca.19910740709 . .

TY  - JOUR
AU  - Lorenc, Ljubinka
AU  - Juranić, Ivan
AU  - Dabović, Milan
AU  - Mihailović, Milhailo Lj.
PY  - 1991
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2698
AB  - UV irradiation of the steroidal isoxazolidines 2a, 2b, and 2c in various solvents in the presence of molecular oxygen, results in oxidative cleavage of the epoxyimino bridge to give several products; the N-unsubstituted isoxazolidine 2a afforded the nitro products 3, 4, and 5 and the azoxy compounds 6 and 7, while the N-methyl and N-acetyl derivatives 2b and 2c produced only the nitro compounds 3 and 5 as sole identifiable material. An explanation of the observed photooxygenation processes involving exciplex formation followed by proton transfer from isaxazolidine to molecular oxygen is presented. © 1991.
PB  - Pergamon press
T2  - Tetrahedron
T1  - Non-sensitized photooxygenation of some steroidal isoxazolidines
VL  - 47
IS  - 32
SP  - 6389
EP  - 6398
DO  - 10.1016/S0040-4020(01)86567-4
ER  - 

@article{
author = "Lorenc, Ljubinka and Juranić, Ivan and Dabović, Milan and Mihailović, Milhailo Lj.",
year = "1991",
abstract = "UV irradiation of the steroidal isoxazolidines 2a, 2b, and 2c in various solvents in the presence of molecular oxygen, results in oxidative cleavage of the epoxyimino bridge to give several products; the N-unsubstituted isoxazolidine 2a afforded the nitro products 3, 4, and 5 and the azoxy compounds 6 and 7, while the N-methyl and N-acetyl derivatives 2b and 2c produced only the nitro compounds 3 and 5 as sole identifiable material. An explanation of the observed photooxygenation processes involving exciplex formation followed by proton transfer from isaxazolidine to molecular oxygen is presented. © 1991.",
publisher = "Pergamon press",
journal = "Tetrahedron",
title = "Non-sensitized photooxygenation of some steroidal isoxazolidines",
volume = "47",
number = "32",
pages = "6389-6398",
doi = "10.1016/S0040-4020(01)86567-4"
}

Lorenc, L., Juranić, I., Dabović, M.,& Mihailović, M. Lj.. (1991). Non-sensitized photooxygenation of some steroidal isoxazolidines. in Tetrahedron
Pergamon press., 47(32), 6389-6398.
https://doi.org/10.1016/S0040-4020(01)86567-4

Lorenc L, Juranić I, Dabović M, Mihailović ML. Non-sensitized photooxygenation of some steroidal isoxazolidines. in Tetrahedron. 1991;47(32):6389-6398.
doi:10.1016/S0040-4020(01)86567-4 .

Lorenc, Ljubinka, Juranić, Ivan, Dabović, Milan, Mihailović, Milhailo Lj., "Non-sensitized photooxygenation of some steroidal isoxazolidines" in Tetrahedron, 47, no. 32 (1991):6389-6398,
https://doi.org/10.1016/S0040-4020(01)86567-4 . .

TY  - JOUR
AU  - Rajković, Milica M.
AU  - Lorenc, Ljubinka
AU  - Petrović, Ivanka
AU  - Milovanović, Aleksandar Ž.
AU  - Mihailović, Milhailo Lj.
PY  - 1991
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4362
AB  - Treatment of steroidal isoxazolidines 3a, 3b and 5b with N-methylhydroxylamine hydrochloride in boiling ethanol-pyridine (1:1) solution results in elimination of the CH3NH2fragment, affording products of oxidative hydrolysis 4a, 4b, and 6b, while acid-catalyzed reaction of isoxazolidines 2a, 3a and 5b leads to rearrangement involving the N-CH3 group with formation of the perhydro-3,1-oxazine derivatives 8a, 9a and 10b.
PB  - Elsevier
T2  - Tetrahedron Letters
T1  - Oxidative hydrolysis and acid-catalyzed rearrangement of steroidal isoxazolidines
VL  - 32
IS  - 51
SP  - 7605
EP  - 7608
DO  - 10.1016/0040-4039(91)80546-I
ER  - 

@article{
author = "Rajković, Milica M. and Lorenc, Ljubinka and Petrović, Ivanka and Milovanović, Aleksandar Ž. and Mihailović, Milhailo Lj.",
year = "1991",
abstract = "Treatment of steroidal isoxazolidines 3a, 3b and 5b with N-methylhydroxylamine hydrochloride in boiling ethanol-pyridine (1:1) solution results in elimination of the CH3NH2fragment, affording products of oxidative hydrolysis 4a, 4b, and 6b, while acid-catalyzed reaction of isoxazolidines 2a, 3a and 5b leads to rearrangement involving the N-CH3 group with formation of the perhydro-3,1-oxazine derivatives 8a, 9a and 10b.",
publisher = "Elsevier",
journal = "Tetrahedron Letters",
title = "Oxidative hydrolysis and acid-catalyzed rearrangement of steroidal isoxazolidines",
volume = "32",
number = "51",
pages = "7605-7608",
doi = "10.1016/0040-4039(91)80546-I"
}

Rajković, M. M., Lorenc, L., Petrović, I., Milovanović, A. Ž.,& Mihailović, M. Lj.. (1991). Oxidative hydrolysis and acid-catalyzed rearrangement of steroidal isoxazolidines. in Tetrahedron Letters
Elsevier., 32(51), 7605-7608.
https://doi.org/10.1016/0040-4039(91)80546-I

Rajković MM, Lorenc L, Petrović I, Milovanović AŽ, Mihailović ML. Oxidative hydrolysis and acid-catalyzed rearrangement of steroidal isoxazolidines. in Tetrahedron Letters. 1991;32(51):7605-7608.
doi:10.1016/0040-4039(91)80546-I .

Rajković, Milica M., Lorenc, Ljubinka, Petrović, Ivanka, Milovanović, Aleksandar Ž., Mihailović, Milhailo Lj., "Oxidative hydrolysis and acid-catalyzed rearrangement of steroidal isoxazolidines" in Tetrahedron Letters, 32, no. 51 (1991):7605-7608,
https://doi.org/10.1016/0040-4039(91)80546-I . .

TY  - JOUR
AU  - Mihailović, Milhailo Lj.
AU  - Lorenc, Ljubinka
AU  - Dabović, Milan
AU  - Bjelaković, Mira
PY  - 1988
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2699
AB  - The oxidation of androst-4-ene-3β,9α,17β-triol 3,17-diacetate (2) with lead tetraacetate resulted mainly In β-fragmentation of the C(9)-C(10) bond to give a mixture of 10α- and 10β-acetoxy-Δ4-unsaturated 9,10-seco-steroidal ketones (3a and 3b) as the minor components (in ~7% yield) and the rearranged 4β-acetoxy-Δ5(10) -unsaturated 9,10-seco-9-ketone (4) as the major product (in 61% yield). Unexpectedly, when the same substrate (2) was subjected to the mercuric oxide - iodine oxidation, it underwent predominantly α-epoxidation of the olefinic double bond to produce the 4α,5α-epoxy derivative (5) (in 58% yield). © 1988.
T2  - Tetrahedron
T1  - Free-radical oxidative transformations of androst-4-ene-3β,9α,17β-triol 3,17-diacetate
VL  - 44
IS  - 19
SP  - 6201
EP  - 6206
DO  - 10.1016/S0040-4020(01)89810-0
ER  - 

@article{
author = "Mihailović, Milhailo Lj. and Lorenc, Ljubinka and Dabović, Milan and Bjelaković, Mira",
year = "1988",
abstract = "The oxidation of androst-4-ene-3β,9α,17β-triol 3,17-diacetate (2) with lead tetraacetate resulted mainly In β-fragmentation of the C(9)-C(10) bond to give a mixture of 10α- and 10β-acetoxy-Δ4-unsaturated 9,10-seco-steroidal ketones (3a and 3b) as the minor components (in ~7% yield) and the rearranged 4β-acetoxy-Δ5(10) -unsaturated 9,10-seco-9-ketone (4) as the major product (in 61% yield). Unexpectedly, when the same substrate (2) was subjected to the mercuric oxide - iodine oxidation, it underwent predominantly α-epoxidation of the olefinic double bond to produce the 4α,5α-epoxy derivative (5) (in 58% yield). © 1988.",
journal = "Tetrahedron",
title = "Free-radical oxidative transformations of androst-4-ene-3β,9α,17β-triol 3,17-diacetate",
volume = "44",
number = "19",
pages = "6201-6206",
doi = "10.1016/S0040-4020(01)89810-0"
}

Mihailović, M. Lj., Lorenc, L., Dabović, M.,& Bjelaković, M.. (1988). Free-radical oxidative transformations of androst-4-ene-3β,9α,17β-triol 3,17-diacetate. in Tetrahedron, 44(19), 6201-6206.
https://doi.org/10.1016/S0040-4020(01)89810-0

Mihailović ML, Lorenc L, Dabović M, Bjelaković M. Free-radical oxidative transformations of androst-4-ene-3β,9α,17β-triol 3,17-diacetate. in Tetrahedron. 1988;44(19):6201-6206.
doi:10.1016/S0040-4020(01)89810-0 .

Mihailović, Milhailo Lj., Lorenc, Ljubinka, Dabović, Milan, Bjelaković, Mira, "Free-radical oxidative transformations of androst-4-ene-3β,9α,17β-triol 3,17-diacetate" in Tetrahedron, 44, no. 19 (1988):6201-6206,
https://doi.org/10.1016/S0040-4020(01)89810-0 . .

TY  - JOUR
AU  - Lorenc, Ljubinka B.
AU  - Bondarenko, Lidija
AU  - Mihailović, Milhailo Lj.
PY  - 1985
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4514
AB  - Thermal decomposition of steroidal 5α,8α-peroxides (such as 1) resulted in bisfragmentation of the C(5)-C(10) and C(8)-C(9) bonds, and elimination of acetic acid, to produce a new type of bicyclic compounds, namely 5,10;8,9-diseco-steroid derivatives (such as 2). some chemical transformations of product 2 are described.
PB  - Elsevier
T2  - Tetrahedron Letters
T1  - Transformation of steroidal 5α,8α-peroxides to the 14-membered ring containing 5,10;8,9-diseco-steroid derivatives
VL  - 26
IS  - 3
SP  - 389
EP  - 392
DO  - 10.1016/S0040-4039(01)80825-X
ER  - 

@article{
author = "Lorenc, Ljubinka B. and Bondarenko, Lidija and Mihailović, Milhailo Lj.",
year = "1985",
abstract = "Thermal decomposition of steroidal 5α,8α-peroxides (such as 1) resulted in bisfragmentation of the C(5)-C(10) and C(8)-C(9) bonds, and elimination of acetic acid, to produce a new type of bicyclic compounds, namely 5,10;8,9-diseco-steroid derivatives (such as 2). some chemical transformations of product 2 are described.",
publisher = "Elsevier",
journal = "Tetrahedron Letters",
title = "Transformation of steroidal 5α,8α-peroxides to the 14-membered ring containing 5,10;8,9-diseco-steroid derivatives",
volume = "26",
number = "3",
pages = "389-392",
doi = "10.1016/S0040-4039(01)80825-X"
}

Lorenc, L. B., Bondarenko, L.,& Mihailović, M. Lj.. (1985). Transformation of steroidal 5α,8α-peroxides to the 14-membered ring containing 5,10;8,9-diseco-steroid derivatives. in Tetrahedron Letters
Elsevier., 26(3), 389-392.
https://doi.org/10.1016/S0040-4039(01)80825-X

Lorenc LB, Bondarenko L, Mihailović ML. Transformation of steroidal 5α,8α-peroxides to the 14-membered ring containing 5,10;8,9-diseco-steroid derivatives. in Tetrahedron Letters. 1985;26(3):389-392.
doi:10.1016/S0040-4039(01)80825-X .

Lorenc, Ljubinka B., Bondarenko, Lidija, Mihailović, Milhailo Lj., "Transformation of steroidal 5α,8α-peroxides to the 14-membered ring containing 5,10;8,9-diseco-steroid derivatives" in Tetrahedron Letters, 26, no. 3 (1985):389-392,
https://doi.org/10.1016/S0040-4039(01)80825-X . .

TY  - JOUR
AU  - Lorenc, Ljubinka
AU  - Dabović, Milan
AU  - Juranić, Ivan
AU  - Mihailović, Milhailo Lj.
AU  - Snatzke, G
AU  - Tóth, G
PY  - 1982
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2696
AB  - Circular dichroism of the rearranged keto steroids 3 and 4, containing a condensed three and nine-membered ring system, shows that the conformation of the nine-membered ring is the same in solution as in the crystal; reduction of the kto group does not change this situation. CD also indicates that epimerization at C(5) in the pair 7 8 and the pair 11 12 leaves the cyclononanone ring conformation unchanged. © 1982.
PB  - Elsevier
T2  - Tetrahedron
T1  - Circular dichroism of some cyclopropane ring containing 1,3-cyclo-5,10-seco-steroidal ketones
VL  - 38
IS  - 21
SP  - 3163
EP  - 3168
DO  - 10.1016/0040-4020(82)80053-7
ER  - 

@article{
author = "Lorenc, Ljubinka and Dabović, Milan and Juranić, Ivan and Mihailović, Milhailo Lj. and Snatzke, G and Tóth, G",
year = "1982",
abstract = "Circular dichroism of the rearranged keto steroids 3 and 4, containing a condensed three and nine-membered ring system, shows that the conformation of the nine-membered ring is the same in solution as in the crystal; reduction of the kto group does not change this situation. CD also indicates that epimerization at C(5) in the pair 7 8 and the pair 11 12 leaves the cyclononanone ring conformation unchanged. © 1982.",
publisher = "Elsevier",
journal = "Tetrahedron",
title = "Circular dichroism of some cyclopropane ring containing 1,3-cyclo-5,10-seco-steroidal ketones",
volume = "38",
number = "21",
pages = "3163-3168",
doi = "10.1016/0040-4020(82)80053-7"
}

Lorenc, L., Dabović, M., Juranić, I., Mihailović, M. Lj., Snatzke, G.,& Tóth, G.. (1982). Circular dichroism of some cyclopropane ring containing 1,3-cyclo-5,10-seco-steroidal ketones. in Tetrahedron
Elsevier., 38(21), 3163-3168.
https://doi.org/10.1016/0040-4020(82)80053-7

Lorenc L, Dabović M, Juranić I, Mihailović ML, Snatzke G, Tóth G. Circular dichroism of some cyclopropane ring containing 1,3-cyclo-5,10-seco-steroidal ketones. in Tetrahedron. 1982;38(21):3163-3168.
doi:10.1016/0040-4020(82)80053-7 .

Lorenc, Ljubinka, Dabović, Milan, Juranić, Ivan, Mihailović, Milhailo Lj., Snatzke, G, Tóth, G, "Circular dichroism of some cyclopropane ring containing 1,3-cyclo-5,10-seco-steroidal ketones" in Tetrahedron, 38, no. 21 (1982):3163-3168,
https://doi.org/10.1016/0040-4020(82)80053-7 . .

TY  - JOUR
AU  - Mihailović, Milhailo Lj.
AU  - Lorenc, Ljubinka B.
AU  - Pavlović, Vladimir D.
AU  - Führer, Hermann
PY  - 1981
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4424
AB  - It was found that analysis of the 1H‐NMR. signals (at 360 (preferably) and/or 100 MHz) of the protons at C (4) and of the equatorial α‐proton at C (6), particularly when these are located in the 2–3 ppm region and therefore convenient for detection and identification, may be of valuable aid in the structural and configurational characterization of 5‐hydroxy‐ and 5‐acetoxy‐steroids (unsubstituted or containing a hydroxy or acyloxy substituent at C (3)).
PB  - Wiley-Blackwell
T2  - Helvetica Chimica Acta
T1  - Some Observations Concerning 1H‐NMR. Spectra of 5‐hydroxy‐ and 5‐acetoxy‐steroid compounds
VL  - 64
IS  - 4
SP  - 1032
EP  - 1039
DO  - 10.1002/hlca.19810640409
ER  - 

@article{
author = "Mihailović, Milhailo Lj. and Lorenc, Ljubinka B. and Pavlović, Vladimir D. and Führer, Hermann",
year = "1981",
abstract = "It was found that analysis of the 1H‐NMR. signals (at 360 (preferably) and/or 100 MHz) of the protons at C (4) and of the equatorial α‐proton at C (6), particularly when these are located in the 2–3 ppm region and therefore convenient for detection and identification, may be of valuable aid in the structural and configurational characterization of 5‐hydroxy‐ and 5‐acetoxy‐steroids (unsubstituted or containing a hydroxy or acyloxy substituent at C (3)).",
publisher = "Wiley-Blackwell",
journal = "Helvetica Chimica Acta",
title = "Some Observations Concerning 1H‐NMR. Spectra of 5‐hydroxy‐ and 5‐acetoxy‐steroid compounds",
volume = "64",
number = "4",
pages = "1032-1039",
doi = "10.1002/hlca.19810640409"
}

Mihailović, M. Lj., Lorenc, L. B., Pavlović, V. D.,& Führer, H.. (1981). Some Observations Concerning 1H‐NMR. Spectra of 5‐hydroxy‐ and 5‐acetoxy‐steroid compounds. in Helvetica Chimica Acta
Wiley-Blackwell., 64(4), 1032-1039.
https://doi.org/10.1002/hlca.19810640409

Mihailović ML, Lorenc LB, Pavlović VD, Führer H. Some Observations Concerning 1H‐NMR. Spectra of 5‐hydroxy‐ and 5‐acetoxy‐steroid compounds. in Helvetica Chimica Acta. 1981;64(4):1032-1039.
doi:10.1002/hlca.19810640409 .

Mihailović, Milhailo Lj., Lorenc, Ljubinka B., Pavlović, Vladimir D., Führer, Hermann, "Some Observations Concerning 1H‐NMR. Spectra of 5‐hydroxy‐ and 5‐acetoxy‐steroid compounds" in Helvetica Chimica Acta, 64, no. 4 (1981):1032-1039,
https://doi.org/10.1002/hlca.19810640409 . .