Protecting group directed ring-closing metathesis (RCM): the first total synthesis of an anti-malarial nonenolide

TitleProtecting group directed ring-closing metathesis (RCM): the first total synthesis of an anti-malarial nonenolide
Publication TypeJournal Article
Year of Publication2007
AuthorsMohapatra, DK, Ramesh, DK, Giardello, MA, Chorghade, MS, Gurjar, MK, Grubbs, RH
JournalTetrahedron Letters
Volume48
Issue14
Pagination2621-2625
Date PublishedAPR
Type of ArticleArticle
ISSN0040-4039
Keywords1, 2-O-isopropylidene, anti-malarial agent, D-glyceraldehyde, Nonenolide, Ring-closing metathesis, Yamaguchi esterification
Abstract

The first synthesis of a newly found naturally occurring anti-malarial nonenolide is described. A pivotal step in the synthesis is the ring-closing metathesis of a dienoic ester prepared by coupling an acid and alcohol that were stereoselectively synthesized from (S)-alpha-hydroxy-gamma-butyrolactone and 1,2-O-isopropylidene D-glyceraldchyde, respectively. (c) 2007 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2007.02.040
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)2.347
Divison category: 
Organic Chemistry