CER - Central Repository
Institute of Chemistry, Technology and Metallurgy
    • English
    • Српски
    • Српски (Serbia)
  • English 
    • English
    • Serbian (Cyrilic)
    • Serbian (Latin)
  • Login
View Item 
  •   Central Repository
  • IHTM
  • Radovi istraživača / Researchers' publications
  • View Item
  •   Central Repository
  • IHTM
  • Radovi istraživača / Researchers' publications
  • View Item
JavaScript is disabled for your browser. Some features of this site may not work without it.

Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds

Authorized Users Only
1994
Authors
Dabović, Milan
Bjelaković, Mira
Andrejević, V.
Lorenc, Ljubinka
Mihailović, Mihailo Lj.
Article (Published version)
,
Elsevier
Metadata
Show full item record
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.
Keywords:
unsaturated steroids / mercuric oxide/iodine reaction / epoxidation / stereochemistry
Source:
Tetrahedron, 1994, 50, 6, 1833-1846
Publisher:
  • Pergamon
Projects:
  • Serbian Research Fund
  • Serbian Academy of Sciences and Arts

DOI: 10.1016/S0040-4020(01)80855-3

ISSN: 0040-4020

Scopus: 2-s2.0-0028351819
[ Google Scholar ]
5
URI
http://cer.ihtm.bg.ac.rs/handle/123456789/2697
Collections
  • Radovi istraživača / Researchers' publications
Institution
IHTM

DSpace software copyright © 2002-2015  DuraSpace
About CeR – Central Repository | Send Feedback

OpenAIRERCUB
 

 

All of DSpaceInstitutionsAuthorsTitlesSubjectsThis institutionAuthorsTitlesSubjects

Statistics

View Usage Statistics

DSpace software copyright © 2002-2015  DuraSpace
About CeR – Central Repository | Send Feedback

OpenAIRERCUB