The transannular effect of one androstane epoxide on the stereochemistry of a second epoxidation

Hanson J., Hitchcock P., KIRAN İ.

JOURNAL OF CHEMICAL RESEARCH-S, no.9, pp.538-542, 1999 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Publication Date: 1999
  • Doi Number: 10.1039/a902935d
  • Journal Name: JOURNAL OF CHEMICAL RESEARCH-S
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.538-542
  • Eskisehir Osmangazi University Affiliated: No

Abstract

The transannular directing effect of a 2 alpha,3 alpha-, 2 beta,3 beta- and 5 alpha,6 alpha-epoxide on the epoxidation of a 5-ene and a 2-ene, respectively, is shown to increase the proportion of epoxidation of the anti face of the alkene when compared to the unsubstituted 2- and 5-androstenes.