Simplistic expedient and practical synthesis of (+/-)-alpha-lipoic acid

Synthesis of a-lipoic acid has been achieved by a simple sequence of reactions. The synthesis highlights the use of alpha-chloroesters in a Reformatsky reaction. The intermediate keto acid is an intermediate from which both isomers of lipoic acid can be prepared.

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Bibliographic Details
Published inSynthesis (Stuttgart) no. 8; pp. 1297 - 1300
Main Authors Chavan, SP, Shivsankar, K, Pasupathy, K
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 20.05.2005
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
Reformatsky reaction
BETA-HYDROXY ESTERS
KETONES
ozonolysis
alpha-chloroesters
alpha-lipoic acid
ENANTIOSELECTIVE SYNTHESIS
(R)-(+)-ALPHA-LIPOIC ACID
(S)-MALIC ACID
ZINC
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More Information
Summary:Synthesis of a-lipoic acid has been achieved by a simple sequence of reactions. The synthesis highlights the use of alpha-chloroesters in a Reformatsky reaction. The intermediate keto acid is an intermediate from which both isomers of lipoic acid can be prepared.
ISSN:0039-7881
DOI:10.1055/s-2005-861867