Volume 28, Issue 15
Preparative Organic Chemistry
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ChemInform Abstract: A Short Enantioselective Formal Synthesis of Methyl (S)-(-)-6,8- Dihydroxyoctanoate: A Key Intermediate for the Synthesis of (R)-(+)-. alpha.-Lipoic Acid.

M. BEZBARUA

M. BEZBARUA

Org. Chem. Div., Reg. Res. Lab., Jorhat 785 006, India

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A. K. SAIKIA

A. K. SAIKIA

Org. Chem. Div., Reg. Res. Lab., Jorhat 785 006, India

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N. C. BARUA

N. C. BARUA

Org. Chem. Div., Reg. Res. Lab., Jorhat 785 006, India

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D. KALITA

D. KALITA

Org. Chem. Div., Reg. Res. Lab., Jorhat 785 006, India

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A. C. GHOSH

A. C. GHOSH

Org. Chem. Div., Reg. Res. Lab., Jorhat 785 006, India

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First published: 04 August 2010

Abstract

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ChemInform Abstract

The enantioselective synthesis of ester (VII), a known intermediate in the total synthesis of the title acid (VIII), uses a novel retro-Henry reaction of the ω-nitro α,β-unsaturated ketone (II) and the kinetic enzymatic resolution of the oxo ester (IV) as key steps.

chemical structure image

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