Concise enantioselective synthesis of marine macrolide-stagonolide E via organocatalysis

TitleConcise enantioselective synthesis of marine macrolide-stagonolide E via organocatalysis
Publication TypeJournal Article
Year of Publication2015
AuthorsDey, S, Sudalai, A
JournalTetrahedron-Asymmetry
Volume26
Issue7
Pagination344-349
Date PublishedAPR
ISSN0957-4166
Abstract

A short and efficient enantioselective synthesis of marine macrolide stagonolide E in high enantiomeric purity (98% ee and 8.5% overall yield) starting from commercially available raw materials has been achieved. The strategy involves proline catalyzed sequential alpha-aminooxylation and Horner-Wadsworth-Emmons olefination, highly stereoselective Ando's cis-olefination, and modified Yamaguchi macrolactonization as the key reaction steps. (C) 2015 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetasy.2015.03.001
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)2.108
Divison category: 
Chemical Engineering & Process Development