Chirality induction and chiron approaches to enantioselective total synthesis of alpha-lipoic acid

TitleChirality induction and chiron approaches to enantioselective total synthesis of alpha-lipoic acid
Publication TypeJournal Article
Year of Publication2015
AuthorsChavan, SP, Pawar, KP, Praveen, C, Patil, NB
JournalTetrahedron
Volume71
Issue24
Pagination4213-4218
Date PublishedJUN
Type of ArticleArticle
ISSN0040-4020
KeywordsChiral pool, Chirality induction, enantioselective, Lipoic acid, sharpless asymmetric dihydroxylation
Abstract

An efficient, short and convenient asymmetric synthesis of (R)-(+)-lipoic acid in seven steps from chiral hydroxy aldehyde with 32.5% overall yield is described. Synthesis of S and R enantiomers of a-lipoic acid from cis-1,4-butene diol derived chiral lactone is reported with 34 % overall yield. The present synthesis involves use of simple reaction conditions making it a convenient synthesis. (C) 2015 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tet.2015.04.090
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.347

Divison category: 
Organic Chemistry

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