Enantio- and diastereocontrolled total synthesis of (+)-boronolide

TitleEnantio- and diastereocontrolled total synthesis of (+)-boronolide
Publication TypeJournal Article
Year of Publication2006
AuthorsKumar, P, Naidu, SV
JournalJournal of Organic Chemistry
Volume71
Issue10
Pagination3935-3941
Date PublishedMAY
Type of ArticleArticle
ISSN0022-3263
Abstract

An efficient stereoselective total synthesis of (+)-boronolide from valeraldehyde is described. The key steps include a Sharpless asymmetric hydroxylation, a chelation-controlled vinyl Grignard reaction followed by a Sharpless asymmetric epoxidation, hydrolytic kinetic resolution, and a ring-closing metathesis.

DOI10.1021/jo0603781
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)4.785
Divison category: 
Organic Chemistry