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Photochemically induced oxidation of some steroidal isoxazolidines by molecular oxygen

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1977
Authors
Lorenc, Ljubinka B.
Juranić, Ivan O.
Mihailović, Milhailo Lj.
Article (Published version)
Metadata
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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.
Keywords:
oxidation / steroidal isoxazolidines / oxigen / molecular oxygen / nitro products / U.V. irradiation / acetone / diohan / ayoxy / photo- oxygenation / photochemically induced oxidation
Source:
Journal of the Chemical Society, Chemical Communications, 1977, 21, 749-751
Publisher:
  • Royal Society of Chemistry
Funding / projects:
  • The Research Fund of SR Serbia, Yugoslavia
  • The Serbian Academy of Sciences and Arts

DOI: 10.1039/C39770000749

ISSN: 0022-4936

Scopus: 2-s2.0-37049110591
[ Google Scholar ]
5
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/4598
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
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 . .

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