The stereochemistry of the hydroboration of 2-and 3-methylene-5 alpha-androstanes


Al-Footy K., Hanson J., UYANIK C.

JOURNAL OF CHEMICAL RESEARCH-S, no.5, pp.304-305, 1999 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: Issue: 5
  • Publication Date: 1999
  • Doi Number: 10.1039/a809761e
  • Title of Journal : JOURNAL OF CHEMICAL RESEARCH-S
  • Page Numbers: pp.304-305

Abstract

The exo facial selectivity in the hydroboration of 2-, 3- and 4-methylene-5 alpha-androstanes is rationalized in terms of the easier steric access and a hyperconjugative interaction of the alkene with the adjacent axial C-H bonds enhancing the electron density on one face of the alkene.