Alkylation of l- and d-menthyl pentanoate with (20S)-20-iodomethyl-4 alpha-methyl-5 alpha-pregnane

Demir A.

SYNTHETIC COMMUNICATIONS, vol.26, no.24, pp.4519-4530, 1996 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 26 Issue: 24
  • Publication Date: 1996
  • Doi Number: 10.1080/00397919608004775
  • Journal Name: SYNTHETIC COMMUNICATIONS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.4519-4530
  • Middle East Technical University Affiliated: Yes

Abstract

The alkylation of l- and d-menthyl valerate with n-hexyl iodide and with (20S)-20-iodomethyl-4 alpha-methyl-5 alpha-pregnane gave modest levels of diastereoselection. The chirality of the ester group favoured slight degree of selectivity. The chiral centers had limited impact on diastereoselectivity.