Alkylation of l- and d-menthyl pentanoate with (20S)-20-iodomethyl-4 alpha-methyl-5 alpha-pregnane
SYNTHETIC COMMUNICATIONS, vol.26, no.24, pp.4519-4530, 1996 (SCI-Expanded, Scopus)
- 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.