Total synthesis of (R)-lipoic acid and (S)-lipoic acid via an Mn (III)-salen-catalyzed oxidative kinetic resolution

Total synthesis of (R)-lipoic acid and (S)-lipoic acid via an Mn (III)-salen-catalyzed oxidative kinetic resolution

[Display omitted] The asymmetric synthesis of both the antipodes of α-lipoic acid is described. The total synthesis of racemic and asymmetric lipoic acid is achieved from propane 1,3-diol. This work reports the use of Mn (III)-salen-catalyzed oxidative kinetic resolution as the key step to obtain en...

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Bibliographic Details
Published in:Tetrahedron: asymmetry Vol. 26; no. 5-6; pp. 281 - 287
Main Authors: Purude, Abhijeet N., Pawar, Kailash P., Patil, Niteen B., Kalkote, Uttam R., Chavan, Subhash P.
Format: Journal Article
Language:English
Published: Elsevier Ltd 28-03-2015
Online Access:Get full text
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Summary:[Display omitted] The asymmetric synthesis of both the antipodes of α-lipoic acid is described. The total synthesis of racemic and asymmetric lipoic acid is achieved from propane 1,3-diol. This work reports the use of Mn (III)-salen-catalyzed oxidative kinetic resolution as the key step to obtain enantiomerically pure (R)- and (S)-lipoic acid. The undesired product formed during the resolution can be recycled to achieve the desired isomer.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2015.02.001