Efficient stereoselective synthesis of (2S,4S,5R)-(-)- and (2R,4R,5S)-(+)-bulgecinine

TitleEfficient stereoselective synthesis of (2S,4S,5R)-(-)- and (2R,4R,5S)-(+)-bulgecinine
Publication TypeJournal Article
Year of Publication2005
AuthorsChavan, SP, Praveen, C, Sharma, P, Kalkote, UR
JournalTetrahedron Letters
Volume46
Issue3
Pagination439-441
Date PublishedJAN
Type of ArticleArticle
ISSN0040-4039
Abstract

A short synthetic route to (-)-and (+)-bulgecinine, the amino acid moiety of the bulgecins was achieved from the readily available nonchiral pool starting material cis-2-butene-1,4-diol in which a Claisen orthoester rearrangement and a Sharpless asymmetric dihydroxylation were used as the key steps. (C) 2004 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2004.11.101
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)2.347
Divison category: 
Organic Chemistry