Efficient total synthesis of (-)-(3S,6R)-3,6-dihydroxy-10-methylundecanoic acid

TitleEfficient total synthesis of (-)-(3S,6R)-3,6-dihydroxy-10-methylundecanoic acid
Publication TypeJournal Article
Year of Publication2007
AuthorsPandey, SKumar, Kumar, P
JournalEuropean Journal of Organic Chemistry
Issue2
Pagination369-373
Date PublishedJAN
Type of ArticleArticle
ISSN1434-193X
Keywordscyclic sulfate, Dihydroxylation, Grignard reaction, hydroboration-oxidation, Jacobsen's hydrolytic kinetic resolution (HKR), regio selectivity
Abstract

An efficient enantioselective synthesis of (-)-(3S,6R)-3,6-dihydroxy-10-methylundecanoic acid (1) from epichlorohydrin is described. The key steps include Jacobsen's HKR, Sharpless asymmetric dihydroxylation, regioselective opening of epoxide and cyclic sulfate. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).

DOI10.1002/ejoc.200600690
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)3.068
Divison category: 
Organic Chemistry