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Non-sensitized photooxygenation of some steroidal isoxazolidines

Authorized Users Only
1991
Authors
Lorenc, Ljubinka
Juranić, Ivan
Dabović, Milan
Mihailović, Milhailo Lj.
Article (Published version)
,
Elsevier
Metadata
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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.
Keywords:
Isoxamlidines / Triplet Oxygen / Photooxygenation / Exciplex / Steroids
Source:
Tetrahedron, 1991, 47, 32, 6389-6398
Publisher:
  • Pergamon press
Funding / projects:
  • Serbian Academy of Sciences and Arts
  • Serbian Republic Research Fund

DOI: 10.1016/S0040-4020(01)86567-4

ISSN: 0040-4020

Scopus: 2-s2.0-0025850238
[ Google Scholar ]
5
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/2698
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
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 . .

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