Neighbouring group participation in the methanolysis of a vicinal diepoxide


Hanson J., Hitchcock P., KIRAN İ.

JOURNAL OF CHEMICAL RESEARCH-S, no.6, pp.356-360, 1999 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: Issue: 6
  • Publication Date: 1999
  • Doi Number: 10.1039/a901346f
  • Journal Name: JOURNAL OF CHEMICAL RESEARCH-S
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.356-360
  • Eskisehir Osmangazi University Affiliated: No

Abstract

The tetracyanoethylene catalysed methanolysis of 17 beta-acetoxy-4 beta,5 beta:6a,7 alpha-diepoxyandrostan afforded 17 beta-acetoxy-4 alpha,7 alpha-oxido-5 beta-hydroxy-6 beta-methoxyandrostane in which the methanolysis product of the 6 alpha,7 alpha-epoxide has participated in the cleavage of the 4 beta,5 beta-epoxide; the reaction is modified however by an adjacent 3 beta-hydroxy group.