Stereoselective synthesis of (-)-microcarpalide

TitleStereoselective synthesis of (-)-microcarpalide
Publication TypeJournal Article
Year of Publication2005
AuthorsChavan, SP, Praveen, C
JournalTetrahedron Letters
Volume46
Issue11
Pagination1939-1941
Date PublishedMAR
Type of ArticleArticle
ISSN0040-4039
Keywords4-diol, cis-2-butene-1, Claisen ortho ester rearrangement, microcarpalide, Ring-closing metathesis, sharpless asymmetric dihydroxylation
Abstract

A highly convergent and efficient synthesis of (-)-microcarpalide, a 10-membered lactone displaying remarkable microfilament disrupting activity is described. Ring-closing metathesis and Sharpless asymmetric dihydroxylations are the key steps. Our strategy highlights the application of novel hydroxy lactone precursors for the stereoselective synthesis of (-)-microcarpalide. (C) 2005 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2005.01.052
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.347
Divison category: 
Organic Chemistry