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  - 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  - Juranić, Ivan
AU  - Mihailović, Milhailo Lj.
AU  - Dabović, Milan
PY  - 1994
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2710
AB  - The reactivity of the butoxy and 3-methylcyclohexyl radicals, as representatives of alkoxy radicals, was studied by MNDO-PM3 semiempirical MO method. In both cases it was found that the oxy radical underwent easily 1,5-H migration giving a δ-hydroxyalkyl radical. The hydrogen abstraction reaction goes through two transition states. The first transition state (TS) with short O-H distance has an energy very similar to, or lower than, the TS for 1,5-H migration. The second TS is of higher energy and is much product-like. The overall cyclisation reaction has a high activation energy (over 40 kcal mol-1), and is therefore unlikely to occur spontaneously. Most likely, the cyclisation step needs assistance of some other surrounding molecules to speed up the reaction.
PB  - Royal Society of Chemistry
T2  - Journal of the Chemical Society, Perkin Transactions 2
T1  - Cyclisation of alkoxy radicals. A semiempirical MNDO-PM3 study
IS  - 4
SP  - 877
EP  - 881
UR  - https://hdl.handle.net/21.15107/rcub_cer_2710
ER  - 

@article{
author = "Juranić, Ivan and Mihailović, Milhailo Lj. and Dabović, Milan",
year = "1994",
abstract = "The reactivity of the butoxy and 3-methylcyclohexyl radicals, as representatives of alkoxy radicals, was studied by MNDO-PM3 semiempirical MO method. In both cases it was found that the oxy radical underwent easily 1,5-H migration giving a δ-hydroxyalkyl radical. The hydrogen abstraction reaction goes through two transition states. The first transition state (TS) with short O-H distance has an energy very similar to, or lower than, the TS for 1,5-H migration. The second TS is of higher energy and is much product-like. The overall cyclisation reaction has a high activation energy (over 40 kcal mol-1), and is therefore unlikely to occur spontaneously. Most likely, the cyclisation step needs assistance of some other surrounding molecules to speed up the reaction.",
publisher = "Royal Society of Chemistry",
journal = "Journal of the Chemical Society, Perkin Transactions 2",
title = "Cyclisation of alkoxy radicals. A semiempirical MNDO-PM3 study",
number = "4",
pages = "877-881",
url = "https://hdl.handle.net/21.15107/rcub_cer_2710"
}

Juranić, I., Mihailović, M. Lj.,& Dabović, M.. (1994). Cyclisation of alkoxy radicals. A semiempirical MNDO-PM3 study. in Journal of the Chemical Society, Perkin Transactions 2
Royal Society of Chemistry.(4), 877-881.
https://hdl.handle.net/21.15107/rcub_cer_2710

Juranić I, Mihailović ML, Dabović M. Cyclisation of alkoxy radicals. A semiempirical MNDO-PM3 study. in Journal of the Chemical Society, Perkin Transactions 2. 1994;(4):877-881.
https://hdl.handle.net/21.15107/rcub_cer_2710 .

Juranić, Ivan, Mihailović, Milhailo Lj., Dabović, Milan, "Cyclisation of alkoxy radicals. A semiempirical MNDO-PM3 study" in Journal of the Chemical Society, Perkin Transactions 2, no. 4 (1994):877-881,
https://hdl.handle.net/21.15107/rcub_cer_2710 .

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
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  - Andrejević Vladimir
AU  - Bjelaković, Mira
AU  - Mihailović, Milan M.
AU  - Mihailović, Milhailo Lj.
PY  - 1985
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4185
AB  - Unsubstituted medium‐ring 1,2‐epoxycycloalkanes and certain vic‐epoxyalkanes are reduced to the corresponding alcohols very slowly when LiAlH4 alone is used as reducing agent. However, the combination of LiAlH4 and AlCl3, in a 2:1 molar ratio (with respect to 1 mol‐equiv. of epoxide) used in refluxing Et2O, greatly enhances these reductions, rendering them of interest for practical purposes.
PB  - Wiley
T2  - Helvetica Chimica Acta
T1  - The Reductive Conversion of Some Cyclic and Acyclic vic-Epoxides to Alcohols by Means of Lithium Aluminium Hydride/Aluminium Trichloride
VL  - 68
IS  - 7
SP  - 2030
EP  - 2032
DO  - 10.1002/hlca.19850680727
ER  - 

@article{
author = "Andrejević Vladimir and Bjelaković, Mira and Mihailović, Milan M. and Mihailović, Milhailo Lj.",
year = "1985",
abstract = "Unsubstituted medium‐ring 1,2‐epoxycycloalkanes and certain vic‐epoxyalkanes are reduced to the corresponding alcohols very slowly when LiAlH4 alone is used as reducing agent. However, the combination of LiAlH4 and AlCl3, in a 2:1 molar ratio (with respect to 1 mol‐equiv. of epoxide) used in refluxing Et2O, greatly enhances these reductions, rendering them of interest for practical purposes.",
publisher = "Wiley",
journal = "Helvetica Chimica Acta",
title = "The Reductive Conversion of Some Cyclic and Acyclic vic-Epoxides to Alcohols by Means of Lithium Aluminium Hydride/Aluminium Trichloride",
volume = "68",
number = "7",
pages = "2030-2032",
doi = "10.1002/hlca.19850680727"
}

Andrejević Vladimir, Bjelaković, M., Mihailović, M. M.,& Mihailović, M. Lj.. (1985). The Reductive Conversion of Some Cyclic and Acyclic vic-Epoxides to Alcohols by Means of Lithium Aluminium Hydride/Aluminium Trichloride. in Helvetica Chimica Acta
Wiley., 68(7), 2030-2032.
https://doi.org/10.1002/hlca.19850680727

Andrejević Vladimir, Bjelaković M, Mihailović MM, Mihailović ML. The Reductive Conversion of Some Cyclic and Acyclic vic-Epoxides to Alcohols by Means of Lithium Aluminium Hydride/Aluminium Trichloride. in Helvetica Chimica Acta. 1985;68(7):2030-2032.
doi:10.1002/hlca.19850680727 .

Andrejević Vladimir, Bjelaković, Mira, Mihailović, Milan M., Mihailović, Milhailo Lj., "The Reductive Conversion of Some Cyclic and Acyclic vic-Epoxides to Alcohols by Means of Lithium Aluminium Hydride/Aluminium Trichloride" in Helvetica Chimica Acta, 68, no. 7 (1985):2030-2032,
https://doi.org/10.1002/hlca.19850680727 . .

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  - Milosavljević, Slobodan
AU  - Jeremić, Dragoslav
AU  - Mihailović, Milhailo Lj.
AU  - Wehrli, Felix W.
PY  - 1981
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4421
AB  - Unambiguous signal assignments in the 13C spectra of monodeuterated cyclooctanones derived from the lead tetraacetate or silver oxide/bromine oxidations of the corresponding 1‐monodeutero‐alcohols have been obtained from deuterium‐induced 13C isotope shifts and geminal and vicinal 13C-2H spin‐spin coupling constants. The label in the ketones is shown to be in position 5.
PB  - Wiley
T2  - Organic Magnetic Resonance
T1  - Deuterium‐induced 13C nuclear magnetic resonance isotope shifts and 13C-2H couplings for signal assignments and determination of deuteration site in cyclooctanone
VL  - 17
IS  - 4
SP  - 299
EP  - 300
DO  - 10.1002/mrc.1270170415
ER  - 

@article{
author = "Milosavljević, Slobodan and Jeremić, Dragoslav and Mihailović, Milhailo Lj. and Wehrli, Felix W.",
year = "1981",
abstract = "Unambiguous signal assignments in the 13C spectra of monodeuterated cyclooctanones derived from the lead tetraacetate or silver oxide/bromine oxidations of the corresponding 1‐monodeutero‐alcohols have been obtained from deuterium‐induced 13C isotope shifts and geminal and vicinal 13C-2H spin‐spin coupling constants. The label in the ketones is shown to be in position 5.",
publisher = "Wiley",
journal = "Organic Magnetic Resonance",
title = "Deuterium‐induced 13C nuclear magnetic resonance isotope shifts and 13C-2H couplings for signal assignments and determination of deuteration site in cyclooctanone",
volume = "17",
number = "4",
pages = "299-300",
doi = "10.1002/mrc.1270170415"
}

Milosavljević, S., Jeremić, D., Mihailović, M. Lj.,& Wehrli, F. W.. (1981). Deuterium‐induced 13C nuclear magnetic resonance isotope shifts and 13C-2H couplings for signal assignments and determination of deuteration site in cyclooctanone. in Organic Magnetic Resonance
Wiley., 17(4), 299-300.
https://doi.org/10.1002/mrc.1270170415

Milosavljević S, Jeremić D, Mihailović ML, Wehrli FW. Deuterium‐induced 13C nuclear magnetic resonance isotope shifts and 13C-2H couplings for signal assignments and determination of deuteration site in cyclooctanone. in Organic Magnetic Resonance. 1981;17(4):299-300.
doi:10.1002/mrc.1270170415 .

Milosavljević, Slobodan, Jeremić, Dragoslav, Mihailović, Milhailo Lj., Wehrli, Felix W., "Deuterium‐induced 13C nuclear magnetic resonance isotope shifts and 13C-2H couplings for signal assignments and determination of deuteration site in cyclooctanone" in Organic Magnetic Resonance, 17, no. 4 (1981):299-300,
https://doi.org/10.1002/mrc.1270170415 . .

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 . .

TY  - JOUR
AU  - Lorenc, Ljubinka
AU  - Gašić, Miroslav J.
AU  - Dabović, Milan
AU  - Vuletić, N
AU  - Mihailović, Milhailo Lj.
PY  - 1979
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2700
AB  - The solvolysis of (Z)- and (E)-3β-acyloxy-5,10-seco-1(10)-cholesten-5β-ol p-nitrobenzoates 4 and 5 has been investigated and compared with the solvolytic reactivity of the epimeric (Z)- and (E)-5α-p-nitrobenzoates 1 and 2, as well as of the reference compound, i.e. the 1,10-saturated 5α-p-nitrobenzoate. Kinetic data and product analysis revealed that the relative spatial orientation of the 1(10)-olefinic double bond and the chiral center at C(5) in the 10-membered ring, which these secosteroidal 5-p-nitrobenzoates can adopt in the transition state, is the main factor which determines their solvolytic behaviour, so that the esters 1,2 and 5 solvolyse with transannular double bond participation, while such an interaction is not present in the case of the (Z)-5β-ester 4. © 1979.
PB  - Pergamon Press
T2  - Tetrahedron
T2  - Tetrahedron
T1  - Structure-reactivity relationship in the solvolysis of 5,10-secosteroidal 5-p-nitrobenzoates
VL  - 35
IS  - 20
SP  - 2445
EP  - 2452
DO  - 10.1016/S0040-4020(01)93762-7
ER  - 

@article{
author = "Lorenc, Ljubinka and Gašić, Miroslav J. and Dabović, Milan and Vuletić, N and Mihailović, Milhailo Lj.",
year = "1979",
abstract = "The solvolysis of (Z)- and (E)-3β-acyloxy-5,10-seco-1(10)-cholesten-5β-ol p-nitrobenzoates 4 and 5 has been investigated and compared with the solvolytic reactivity of the epimeric (Z)- and (E)-5α-p-nitrobenzoates 1 and 2, as well as of the reference compound, i.e. the 1,10-saturated 5α-p-nitrobenzoate. Kinetic data and product analysis revealed that the relative spatial orientation of the 1(10)-olefinic double bond and the chiral center at C(5) in the 10-membered ring, which these secosteroidal 5-p-nitrobenzoates can adopt in the transition state, is the main factor which determines their solvolytic behaviour, so that the esters 1,2 and 5 solvolyse with transannular double bond participation, while such an interaction is not present in the case of the (Z)-5β-ester 4. © 1979.",
publisher = "Pergamon Press",
journal = "Tetrahedron, Tetrahedron",
title = "Structure-reactivity relationship in the solvolysis of 5,10-secosteroidal 5-p-nitrobenzoates",
volume = "35",
number = "20",
pages = "2445-2452",
doi = "10.1016/S0040-4020(01)93762-7"
}

Lorenc, L., Gašić, M. J., Dabović, M., Vuletić, N.,& Mihailović, M. Lj.. (1979). Structure-reactivity relationship in the solvolysis of 5,10-secosteroidal 5-p-nitrobenzoates. in Tetrahedron
Pergamon Press., 35(20), 2445-2452.
https://doi.org/10.1016/S0040-4020(01)93762-7

Lorenc L, Gašić MJ, Dabović M, Vuletić N, Mihailović ML. Structure-reactivity relationship in the solvolysis of 5,10-secosteroidal 5-p-nitrobenzoates. in Tetrahedron. 1979;35(20):2445-2452.
doi:10.1016/S0040-4020(01)93762-7 .

Lorenc, Ljubinka, Gašić, Miroslav J., Dabović, Milan, Vuletić, N, Mihailović, Milhailo Lj., "Structure-reactivity relationship in the solvolysis of 5,10-secosteroidal 5-p-nitrobenzoates" in Tetrahedron, 35, no. 20 (1979):2445-2452,
https://doi.org/10.1016/S0040-4020(01)93762-7 . .

TY  - JOUR
AU  - Mihailović, Milhailo Lj.
AU  - Lorenc, Ljubinka
AU  - Dabović, Milan
AU  - Juranić, Ivan
AU  - Wenkert, E.
AU  - Bernassau, J.-M.
AU  - Raju, M S
AU  - McPhail, A T
AU  - Miller, R W
PY  - 1979
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2703
AB  - The stereochemistries and conformations of the cyclopropane ring containing compounds derived from (E-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates have been determined by X-ray methods and the results correlated with 13C nmr chemical shift data. © 1979.
PB  - Pergamon Press
T2  - Tetrahedron Letters
T1  - X-ray and carbon-13 nuclear magnetic resonance characterization of cyclopropane derivatives obtained by solvolysis of (E)-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates
VL  - 20
IS  - 51
SP  - 4917
EP  - 4920
DO  - 10.1016/S0040-4039(01)86749-6
ER  - 

@article{
author = "Mihailović, Milhailo Lj. and Lorenc, Ljubinka and Dabović, Milan and Juranić, Ivan and Wenkert, E. and Bernassau, J.-M. and Raju, M S and McPhail, A T and Miller, R W",
year = "1979",
abstract = "The stereochemistries and conformations of the cyclopropane ring containing compounds derived from (E-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates have been determined by X-ray methods and the results correlated with 13C nmr chemical shift data. © 1979.",
publisher = "Pergamon Press",
journal = "Tetrahedron Letters",
title = "X-ray and carbon-13 nuclear magnetic resonance characterization of cyclopropane derivatives obtained by solvolysis of (E)-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates",
volume = "20",
number = "51",
pages = "4917-4920",
doi = "10.1016/S0040-4039(01)86749-6"
}

Mihailović, M. Lj., Lorenc, L., Dabović, M., Juranić, I., Wenkert, E., Bernassau, J.-M., Raju, M. S., McPhail, A. T.,& Miller, R. W.. (1979). X-ray and carbon-13 nuclear magnetic resonance characterization of cyclopropane derivatives obtained by solvolysis of (E)-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates. in Tetrahedron Letters
Pergamon Press., 20(51), 4917-4920.
https://doi.org/10.1016/S0040-4039(01)86749-6

Mihailović ML, Lorenc L, Dabović M, Juranić I, Wenkert E, Bernassau J, Raju MS, McPhail AT, Miller RW. X-ray and carbon-13 nuclear magnetic resonance characterization of cyclopropane derivatives obtained by solvolysis of (E)-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates. in Tetrahedron Letters. 1979;20(51):4917-4920.
doi:10.1016/S0040-4039(01)86749-6 .

Mihailović, Milhailo Lj., Lorenc, Ljubinka, Dabović, Milan, Juranić, Ivan, Wenkert, E., Bernassau, J.-M., Raju, M S, McPhail, A T, Miller, R W, "X-ray and carbon-13 nuclear magnetic resonance characterization of cyclopropane derivatives obtained by solvolysis of (E)-3α- and (E)-3β-hydroxy-5,10-seco-1(10)-cholesten-5-one tosylates" in Tetrahedron Letters, 20, no. 51 (1979):4917-4920,
https://doi.org/10.1016/S0040-4039(01)86749-6 . .

TY  - JOUR
AU  - Despić, Aleksandar R.
AU  - Dražić, Dragutin M.
AU  - Mihailović, Milhailo Lj.
AU  - Lorenc, Ljubinka
AU  - Adžić, Radoslav R.
AU  - Ivić, M.
PY  - 1979
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2755
AB  - Pulsation of potential of a gold electrode in the double-layer region, between the p.z.c. and a several hundred millivolts more positive value, was found to increase the rate of hydrolysis of tertiary butyl acetate. The homogeneous rate constant of hydrolysis at 35°C was found to be 1.4×10-6 s-1 in the absence of the electric field imposed by pulsation, while in the presence of the field at the ratio of the electrode surface area to the volume of reacting solution of 0.08 cm-1, it was found to be up to 7.2×10-5 s-1 indicating a heterogeneous rate constant of 9×10-4 s-1 cm-2. Effects of changing the potential limits, the frequency of pulsation and the ratio of time intervals during which the electrode has been maintained at one or the other potential limit have been recorded. The same effects are found when gold was replaced by silver. Tertiary butyl acetate is known to undergo hydrolysis by bond breaking between oxygen and tertiary carbon atom and the formation of a carb-cation radical intermediate. It is assumed that the catalytic effect is due to the polarisation of the adsorbed and suitably oriented molecules along the bond in the high electric field acting upon it in the Helmholtz layer during the potential pulse. The process is a non-faradaic one since no charge is transferred across the double layer. © 1979 Elsevier Sequoia S.A.
PB  - Elsevier Sequoia S.A., Lausanne
T2  - Journal of Electroanalytical Chemistry
T1  - Non-faradaic electrocatalysis. Part I. Acceleration of ester hydrolysis in the electrochemical double layer
VL  - 100
IS  - 1-2
SP  - 913
EP  - 925
DO  - 10.1016/S0022-0728(79)80209-0
ER  - 

@article{
author = "Despić, Aleksandar R. and Dražić, Dragutin M. and Mihailović, Milhailo Lj. and Lorenc, Ljubinka and Adžić, Radoslav R. and Ivić, M.",
year = "1979",
abstract = "Pulsation of potential of a gold electrode in the double-layer region, between the p.z.c. and a several hundred millivolts more positive value, was found to increase the rate of hydrolysis of tertiary butyl acetate. The homogeneous rate constant of hydrolysis at 35°C was found to be 1.4×10-6 s-1 in the absence of the electric field imposed by pulsation, while in the presence of the field at the ratio of the electrode surface area to the volume of reacting solution of 0.08 cm-1, it was found to be up to 7.2×10-5 s-1 indicating a heterogeneous rate constant of 9×10-4 s-1 cm-2. Effects of changing the potential limits, the frequency of pulsation and the ratio of time intervals during which the electrode has been maintained at one or the other potential limit have been recorded. The same effects are found when gold was replaced by silver. Tertiary butyl acetate is known to undergo hydrolysis by bond breaking between oxygen and tertiary carbon atom and the formation of a carb-cation radical intermediate. It is assumed that the catalytic effect is due to the polarisation of the adsorbed and suitably oriented molecules along the bond in the high electric field acting upon it in the Helmholtz layer during the potential pulse. The process is a non-faradaic one since no charge is transferred across the double layer. © 1979 Elsevier Sequoia S.A.",
publisher = "Elsevier Sequoia S.A., Lausanne",
journal = "Journal of Electroanalytical Chemistry",
title = "Non-faradaic electrocatalysis. Part I. Acceleration of ester hydrolysis in the electrochemical double layer",
volume = "100",
number = "1-2",
pages = "913-925",
doi = "10.1016/S0022-0728(79)80209-0"
}

Despić, A. R., Dražić, D. M., Mihailović, M. Lj., Lorenc, L., Adžić, R. R.,& Ivić, M.. (1979). Non-faradaic electrocatalysis. Part I. Acceleration of ester hydrolysis in the electrochemical double layer. in Journal of Electroanalytical Chemistry
Elsevier Sequoia S.A., Lausanne., 100(1-2), 913-925.
https://doi.org/10.1016/S0022-0728(79)80209-0

Despić AR, Dražić DM, Mihailović ML, Lorenc L, Adžić RR, Ivić M. Non-faradaic electrocatalysis. Part I. Acceleration of ester hydrolysis in the electrochemical double layer. in Journal of Electroanalytical Chemistry. 1979;100(1-2):913-925.
doi:10.1016/S0022-0728(79)80209-0 .

Despić, Aleksandar R., Dražić, Dragutin M., Mihailović, Milhailo Lj., Lorenc, Ljubinka, Adžić, Radoslav R., Ivić, M., "Non-faradaic electrocatalysis. Part I. Acceleration of ester hydrolysis in the electrochemical double layer" in Journal of Electroanalytical Chemistry, 100, no. 1-2 (1979):913-925,
https://doi.org/10.1016/S0022-0728(79)80209-0 . .

TY  - JOUR
AU  - Mihailović, Milhailo Lj.
AU  - Foršek, J.
AU  - Lorenc, Ljubinka
PY  - 1978
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2761
AB  - When 7α-acetoxy-3,3 : 17,17-bis(ethylenedioxy)-5,10-epoxy-5β, 10β-oestran-6-one (2), formed by lead tetra-acetate acetoxylation of the parent compound (1), is heated with alkali, it undergoes ring B aromatization to give 3,3: 17,17-bis(ethylenedioxy)-5(10),6,8-oestratriene-6,7-diol (3), without configurational change at C(14); deacetalization of the corresponding diacetate (4), followed by lead tetra-acetate aromatization of ring A in the resulting diketone (5), produces 6,7-diacetoxy-equilenin (6), which is finally converted into its 3-acetate (7).
PB  - Royal Society of Chemistry
T2  - Journal of the Chemical Society, Chemical Communications
T1  - New approach to the aromatization of ring B in 19-norsteroids and to the synthesis of equilenin-type compounds
IS  - 21
SP  - 916
EP  - 918
DO  - 10.1039/C39780000916
ER  - 

@article{
author = "Mihailović, Milhailo Lj. and Foršek, J. and Lorenc, Ljubinka",
year = "1978",
abstract = "When 7α-acetoxy-3,3 : 17,17-bis(ethylenedioxy)-5,10-epoxy-5β, 10β-oestran-6-one (2), formed by lead tetra-acetate acetoxylation of the parent compound (1), is heated with alkali, it undergoes ring B aromatization to give 3,3: 17,17-bis(ethylenedioxy)-5(10),6,8-oestratriene-6,7-diol (3), without configurational change at C(14); deacetalization of the corresponding diacetate (4), followed by lead tetra-acetate aromatization of ring A in the resulting diketone (5), produces 6,7-diacetoxy-equilenin (6), which is finally converted into its 3-acetate (7).",
publisher = "Royal Society of Chemistry",
journal = "Journal of the Chemical Society, Chemical Communications",
title = "New approach to the aromatization of ring B in 19-norsteroids and to the synthesis of equilenin-type compounds",
number = "21",
pages = "916-918",
doi = "10.1039/C39780000916"
}

Mihailović, M. Lj., Foršek, J.,& Lorenc, L.. (1978). New approach to the aromatization of ring B in 19-norsteroids and to the synthesis of equilenin-type compounds. in Journal of the Chemical Society, Chemical Communications
Royal Society of Chemistry.(21), 916-918.
https://doi.org/10.1039/C39780000916

Mihailović ML, Foršek J, Lorenc L. New approach to the aromatization of ring B in 19-norsteroids and to the synthesis of equilenin-type compounds. in Journal of the Chemical Society, Chemical Communications. 1978;(21):916-918.
doi:10.1039/C39780000916 .

Mihailović, Milhailo Lj., Foršek, J., Lorenc, Ljubinka, "New approach to the aromatization of ring B in 19-norsteroids and to the synthesis of equilenin-type compounds" in Journal of the Chemical Society, Chemical Communications, no. 21 (1978):916-918,
https://doi.org/10.1039/C39780000916 . .

TY  - JOUR
AU  - Mihailović, Milhailo Lj.
AU  - Milosavljević, Slobodan
AU  - Jeremić, Dragoslav
AU  - Milovanović, Jovan N.
PY  - 1977
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4549
AB  - The configurational and conformational relationship at C‐2 and C‐α in the two racemic diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols and the corresponding saturated endo‐α‐methyl‐2‐norbornanemethanols were determined by first‐order analysis of the 1H n.m.r. spectra of these compounds and of their cyclization ether products, i.e. 3‐methyl‐2‐oxatricyclo[4.2.1.04,8]nonanes and 5‐methyl‐4‐oxatricyclo[4.3.0.03,8]nonanes. In addition, the conformational preference of the hydroxyl group in the unsaturated and saturated alcohols was confirmed by the lanthanide induced shift technique, using Eu(fod)3 as shift reagent, combined with a computer program involving various conformations of the –CHOHMe group.
PB  - Wiley
T2  - Organic Magnetic Resonance
T1  - 1H n.m.r. spectra of some bicyclic compounds: I—relative configurations of the diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols, the corresponding saturated analogues, and their cyclization ether products
VL  - 9
IS  - 4
SP  - 229
EP  - 234
DO  - 10.1002/mrc.1270090411
ER  - 

@article{
author = "Mihailović, Milhailo Lj. and Milosavljević, Slobodan and Jeremić, Dragoslav and Milovanović, Jovan N.",
year = "1977",
abstract = "The configurational and conformational relationship at C‐2 and C‐α in the two racemic diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols and the corresponding saturated endo‐α‐methyl‐2‐norbornanemethanols were determined by first‐order analysis of the 1H n.m.r. spectra of these compounds and of their cyclization ether products, i.e. 3‐methyl‐2‐oxatricyclo[4.2.1.04,8]nonanes and 5‐methyl‐4‐oxatricyclo[4.3.0.03,8]nonanes. In addition, the conformational preference of the hydroxyl group in the unsaturated and saturated alcohols was confirmed by the lanthanide induced shift technique, using Eu(fod)3 as shift reagent, combined with a computer program involving various conformations of the –CHOHMe group.",
publisher = "Wiley",
journal = "Organic Magnetic Resonance",
title = "1H n.m.r. spectra of some bicyclic compounds: I—relative configurations of the diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols, the corresponding saturated analogues, and their cyclization ether products",
volume = "9",
number = "4",
pages = "229-234",
doi = "10.1002/mrc.1270090411"
}

Mihailović, M. Lj., Milosavljević, S., Jeremić, D.,& Milovanović, J. N.. (1977). 1H n.m.r. spectra of some bicyclic compounds: I—relative configurations of the diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols, the corresponding saturated analogues, and their cyclization ether products. in Organic Magnetic Resonance
Wiley., 9(4), 229-234.
https://doi.org/10.1002/mrc.1270090411

Mihailović ML, Milosavljević S, Jeremić D, Milovanović JN. 1H n.m.r. spectra of some bicyclic compounds: I—relative configurations of the diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols, the corresponding saturated analogues, and their cyclization ether products. in Organic Magnetic Resonance. 1977;9(4):229-234.
doi:10.1002/mrc.1270090411 .

Mihailović, Milhailo Lj., Milosavljević, Slobodan, Jeremić, Dragoslav, Milovanović, Jovan N., "1H n.m.r. spectra of some bicyclic compounds: I—relative configurations of the diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols, the corresponding saturated analogues, and their cyclization ether products" in Organic Magnetic Resonance, 9, no. 4 (1977):229-234,
https://doi.org/10.1002/mrc.1270090411 . .

TY  - JOUR
AU  - Lorenc, Ljubinka B.
AU  - Juranić, Ivan O.
AU  - Mihailović, Milhailo Lj.
PY  - 1977
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4598
AB  - U.v. irradiation of the steroidal isoxazolidines 5α,10α-imino- oxy-5(10 → 1βH)abeo-5α-cholestan-3β-olacetate (1a) and the corresponding N-methyl and N-acetyl derivatives (1b) and (1c) in various solvents in the presence of oxygen, gave the nitro products (2), (3), and (4) and the azoxy products (5) and (6); a mechanism involving exciplex formation followed by proton transfer from isoxazolidine to molecular oxygen is proposed.
PB  - Royal Society of Chemistry
T2  - Journal of the Chemical Society, Chemical Communications
T1  - Photochemically induced oxidation of some steroidal isoxazolidines by molecular oxygen
IS  - 21
SP  - 749
EP  - 751
DO  - 10.1039/C39770000749
ER  - 

@article{
author = "Lorenc, Ljubinka B. and Juranić, Ivan O. and Mihailović, Milhailo Lj.",
year = "1977",
abstract = "U.v. irradiation of the steroidal isoxazolidines 5α,10α-imino- oxy-5(10 → 1βH)abeo-5α-cholestan-3β-olacetate (1a) and the corresponding N-methyl and N-acetyl derivatives (1b) and (1c) in various solvents in the presence of oxygen, gave the nitro products (2), (3), and (4) and the azoxy products (5) and (6); a mechanism involving exciplex formation followed by proton transfer from isoxazolidine to molecular oxygen is proposed.",
publisher = "Royal Society of Chemistry",
journal = "Journal of the Chemical Society, Chemical Communications",
title = "Photochemically induced oxidation of some steroidal isoxazolidines by molecular oxygen",
number = "21",
pages = "749-751",
doi = "10.1039/C39770000749"
}

Lorenc, L. B., Juranić, I. O.,& Mihailović, M. Lj.. (1977). Photochemically induced oxidation of some steroidal isoxazolidines by molecular oxygen. in Journal of the Chemical Society, Chemical Communications
Royal Society of Chemistry.(21), 749-751.
https://doi.org/10.1039/C39770000749

Lorenc LB, Juranić IO, Mihailović ML. Photochemically induced oxidation of some steroidal isoxazolidines by molecular oxygen. in Journal of the Chemical Society, Chemical Communications. 1977;(21):749-751.
doi:10.1039/C39770000749 .

Lorenc, Ljubinka B., Juranić, Ivan O., Mihailović, Milhailo Lj., "Photochemically induced oxidation of some steroidal isoxazolidines by molecular oxygen" in Journal of the Chemical Society, Chemical Communications, no. 21 (1977):749-751,
https://doi.org/10.1039/C39770000749 . .