TY  - JOUR
AU  - Mihailovíć, Mihailo Lj.
AU  - Vukićević, Rastko
AU  - Konstantinović, Stanimir
AU  - Milosavljević, Slobodan
AU  - Schroth, Gerhard
PY  - 1992
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4740
AB  - Reactions of some primary and secondary Δ4‐, Δ5‐ and Δ6‐alkenols with thallium triacetate (TTA) in benzene, acetic acid and chloroform as solvent have been investigated. When terminally unsubstituted Δ4‐alkenols, such as 4‐penten‐1‐ol (5a) and 5‐hexen‐2‐ol (5b), are treated with TTA in benzene, β‐acetoxylated tetrahydrofurans 8a and 8b are obtained. However, when the reaction is carried in acetic acid the products are both regioisomers, i.e. five‐ and six‐membered cyclic ethers (8a, 8b, 7a and 7b). 4‐Methyl‐4‐penten‐1‐ol (5c) is converted in benzene into a mixture of products (8c and 7c) in which the tetrahydropyran derivative 7c is predominant, and in acetic acid it is the sole cyclization product. Terminally dialkylated alkenols, such as 5‐methyl‐4‐hexen‐1‐ol (1b) and 6‐methyl‐5‐hepten‐2‐ol (1c), are converted into β‐acetoxylated (4b and 4c) and unsaturated cyclic ethers (9a and 9b), in both cases of the tetrahydrofuran type. 5‐Hexen‐1‐ol (10) and 6‐hepten‐1‐ol (11) cyclize to the corresponding six‐ (13) and seven‐membered cyclic ether (14), respectively. Organothallium intermediates have been isolated and identified in the cases of alcohols 5a, 5c and 10, proving that the TTA addition to the double bond has originally obeyed the Markovnikov rule.
PB  - Weinheim : Wiley-VCH Verlag GmbH & Co.
T2  - Liebigs Annalen der Chemie
T1  - Intramolecular Cyclization of Some Unsaturated Alcohols by Means of Thallium Triacetate
VL  - 1992
IS  - 4
SP  - 305
EP  - 309
DO  - 10.1002/jlac.199219920156
ER  - 

@article{
author = "Mihailovíć, Mihailo Lj. and Vukićević, Rastko and Konstantinović, Stanimir and Milosavljević, Slobodan and Schroth, Gerhard",
year = "1992",
abstract = "Reactions of some primary and secondary Δ4‐, Δ5‐ and Δ6‐alkenols with thallium triacetate (TTA) in benzene, acetic acid and chloroform as solvent have been investigated. When terminally unsubstituted Δ4‐alkenols, such as 4‐penten‐1‐ol (5a) and 5‐hexen‐2‐ol (5b), are treated with TTA in benzene, β‐acetoxylated tetrahydrofurans 8a and 8b are obtained. However, when the reaction is carried in acetic acid the products are both regioisomers, i.e. five‐ and six‐membered cyclic ethers (8a, 8b, 7a and 7b). 4‐Methyl‐4‐penten‐1‐ol (5c) is converted in benzene into a mixture of products (8c and 7c) in which the tetrahydropyran derivative 7c is predominant, and in acetic acid it is the sole cyclization product. Terminally dialkylated alkenols, such as 5‐methyl‐4‐hexen‐1‐ol (1b) and 6‐methyl‐5‐hepten‐2‐ol (1c), are converted into β‐acetoxylated (4b and 4c) and unsaturated cyclic ethers (9a and 9b), in both cases of the tetrahydrofuran type. 5‐Hexen‐1‐ol (10) and 6‐hepten‐1‐ol (11) cyclize to the corresponding six‐ (13) and seven‐membered cyclic ether (14), respectively. Organothallium intermediates have been isolated and identified in the cases of alcohols 5a, 5c and 10, proving that the TTA addition to the double bond has originally obeyed the Markovnikov rule.",
publisher = "Weinheim : Wiley-VCH Verlag GmbH & Co.",
journal = "Liebigs Annalen der Chemie",
title = "Intramolecular Cyclization of Some Unsaturated Alcohols by Means of Thallium Triacetate",
volume = "1992",
number = "4",
pages = "305-309",
doi = "10.1002/jlac.199219920156"
}

Mihailovíć, M. Lj., Vukićević, R., Konstantinović, S., Milosavljević, S.,& Schroth, G.. (1992). Intramolecular Cyclization of Some Unsaturated Alcohols by Means of Thallium Triacetate. in Liebigs Annalen der Chemie
Weinheim : Wiley-VCH Verlag GmbH & Co.., 1992(4), 305-309.
https://doi.org/10.1002/jlac.199219920156

Mihailovíć ML, Vukićević R, Konstantinović S, Milosavljević S, Schroth G. Intramolecular Cyclization of Some Unsaturated Alcohols by Means of Thallium Triacetate. in Liebigs Annalen der Chemie. 1992;1992(4):305-309.
doi:10.1002/jlac.199219920156 .

Mihailovíć, Mihailo Lj., Vukićević, Rastko, Konstantinović, Stanimir, Milosavljević, Slobodan, Schroth, Gerhard, "Intramolecular Cyclization of Some Unsaturated Alcohols by Means of Thallium Triacetate" in Liebigs Annalen der Chemie, 1992, no. 4 (1992):305-309,
https://doi.org/10.1002/jlac.199219920156 . .

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  - 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 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 . .

TY  - JOUR
AU  - Mihalilović, M.Lj.
AU  - Foršek, Jože
AU  - Lorenc, Ljubinka B.
PY  - 1977
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4581
AB  - A convenient, 40% overall yield synthesis of 2,3,17β-triacetoxy-1,3,5(10)-estratriene is described, which involves epoxidation of 19-nortestosterone and subsequent acetylation, lead tetra-acetate acetoxylation of the so-formed 17β-acetoxy-4β,5-epoxy-5β-estran-3-one, and aromatization of ring A, by means of acidic alumina, of the resulting 2α and 2β epimers of 2,17β-diacetoxy-4β,5-epoxy-5β-estran-3-one.
PB  - Elsevier
T2  - Tetrahedron
T1  - A novel procedure for the aromatization of ring a in 19-nortestosterone
VL  - 33
IS  - 2
SP  - 235
EP  - 237
DO  - 10.1016/0040-4020(77)80132-4
ER  - 

@article{
author = "Mihalilović, M.Lj. and Foršek, Jože and Lorenc, Ljubinka B.",
year = "1977",
abstract = "A convenient, 40% overall yield synthesis of 2,3,17β-triacetoxy-1,3,5(10)-estratriene is described, which involves epoxidation of 19-nortestosterone and subsequent acetylation, lead tetra-acetate acetoxylation of the so-formed 17β-acetoxy-4β,5-epoxy-5β-estran-3-one, and aromatization of ring A, by means of acidic alumina, of the resulting 2α and 2β epimers of 2,17β-diacetoxy-4β,5-epoxy-5β-estran-3-one.",
publisher = "Elsevier",
journal = "Tetrahedron",
title = "A novel procedure for the aromatization of ring a in 19-nortestosterone",
volume = "33",
number = "2",
pages = "235-237",
doi = "10.1016/0040-4020(77)80132-4"
}

Mihalilović, M.Lj., Foršek, J.,& Lorenc, L. B.. (1977). A novel procedure for the aromatization of ring a in 19-nortestosterone. in Tetrahedron
Elsevier., 33(2), 235-237.
https://doi.org/10.1016/0040-4020(77)80132-4

Mihalilović M, Foršek J, Lorenc LB. A novel procedure for the aromatization of ring a in 19-nortestosterone. in Tetrahedron. 1977;33(2):235-237.
doi:10.1016/0040-4020(77)80132-4 .

Mihalilović, M.Lj., Foršek, Jože, Lorenc, Ljubinka B., "A novel procedure for the aromatization of ring a in 19-nortestosterone" in Tetrahedron, 33, no. 2 (1977):235-237,
https://doi.org/10.1016/0040-4020(77)80132-4 . .