The oxidation of 3-hydroxy-3-methyl-Delta(4)-steroids by chromium trioxide

Uyanik C., Hanson J., Hitchcock P.

JOURNAL OF CHEMICAL RESEARCH-S, no.12, pp.795-797, 2003 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: Issue: 12
  • Publication Date: 2003
  • Journal Name: JOURNAL OF CHEMICAL RESEARCH-S
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED)
  • Page Numbers: pp.795-797
  • Kocaeli University Affiliated: Yes

Abstract

Oxidation of the allylic tertiary alcohols of 3-hydroxy-3-methyl-Delta(4)-steroids by chromium trioxide in sulfuric acid leads to C-C bond fission together with the formation of a 3-methylestra-1,3,5(10)-triene from a 19-nor steroid and a 3beta,4beta-epoxy-5beta-hydroxy compound from an androstane; the structure of the hydroxy-epoxide was established by X-ray crystallography.