THE STEREOCHEMISTRY OF EPOXIDATION OF SOME STEROIDAL ALKENES WITH POTASSIUM PERMANGANATE-COPPER SULFATE

Authors
HANSON JR HITCHCOCK PB LIMAN MD NAGARATNAM S MANICKAVASAGAR R
Citation
Jr. Hanson et al., THE STEREOCHEMISTRY OF EPOXIDATION OF SOME STEROIDAL ALKENES WITH POTASSIUM PERMANGANATE-COPPER SULFATE, Journal of chemical research. Synopses, (6), 1995, pp. 220-221
Citations number
13
Categorie Soggetti
Chemistry
Journal title
Journal of chemical research. Synopses → ACNP
ISSN journal
03082342
Issue
6
Year of publication
1995
Pages
220 - 221
Database
ISI
SICI code
0308-2342(1995):6<220:TSOEOS>2.0.ZU;2-Q
Abstract
The epoxidation of 17 beta-acetoxyandrost-4-ene and 3 beta-acetoxyandr ost-5-ene-17-one by the biphasic system potassium permanganate-copper sulfate affords the beta-epoxides whilst 17 beta-acetoxy-9 beta,10 alp ha-androst-4-ene and 3 beta,17 beta-diacetoxy-B-norandrost-5-ene give the alpha-epoxides, although this stereospecificity is affected by all ylic substituents.