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Issue 24, 2004
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Preparation of enantiopure butane-2,3-diacetals of glycolic acid and alkylation reactions leading to α-hydroxyacid and amide derivatives

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Abstract

The preparation of butane-2,3-diacetal protected glycolic acid and related systems is described together with highly selective alkylation reactions of (R,R) and (S,S) butanediacetal protected glycolic acid. These compounds are readily deprotected to give enantiopure α-hydroxyacids, α-hydroxyesters or α-hydroxyamides by suitable choice of conditions.

Graphical abstract: Preparation of enantiopure butane-2,3-diacetals of glycolic acid and alkylation reactions leading to α-hydroxyacid and amide derivatives

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Article information


Submitted
20 Aug 2004
Accepted
29 Sep 2004
First published
17 Nov 2004

Org. Biomol. Chem., 2004,2, 3608-3617
Article type
Paper

Preparation of enantiopure butane-2,3-diacetals of glycolic acid and alkylation reactions leading to α-hydroxyacid and amide derivatives

S. V. Ley, E. Diez, D. J. Dixon, R. T. Guy, P. Michel, G. L. Nattrass and T. D. Sheppard, Org. Biomol. Chem., 2004, 2, 3608
DOI: 10.1039/B412788A

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