Total synthesis and determination of relative and absolute configuration of multiplolide A

TitleTotal synthesis and determination of relative and absolute configuration of multiplolide A
Publication TypeJournal Article
Year of Publication2008
AuthorsRamana, CV, Khaladkar, TP, Chatterjee, S, Gurjar, MK
JournalJournal of Organic Chemistry
Volume73
Issue10
Pagination3817-3822
Date PublishedMAY
Type of ArticleArticle
ISSN0022-3263
Abstract

A flexible approach for total syntheses of possible multiplolide A diastereomers establishing the relative and absolute configuration is documented. The adopted strategy features ring-closing metathesis (RCM) as the key reaction and screening of a set of substrates for the feasibility of RCM in general and for the requisite E-configuration of ring olefin in particular. Selective protecting groups manipulation prior to the assembly of the central macrocyclic core was instrumental in installing the epoxide functionality on a fully deprotected nonenolide at the end of the synthesis.

DOI10.1021/jo7027568
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

4.785

Divison category: 
Organic Chemistry