Synthesis of chiral α-aryl-α-hydroxyacetic acids: substituent effects in pig liver acetone powder (PLAP) induced enantioselective hydrolysis

Basavaiah, Deevi ; Krishna, Peddinti Rama (1995) Synthesis of chiral α-aryl-α-hydroxyacetic acids: substituent effects in pig liver acetone powder (PLAP) induced enantioselective hydrolysis Tetrahedron, 51 (8). pp. 2403-2416. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/004040...

Related URL: http://dx.doi.org/10.1016/0040-4020(94)01105-9

Abstract

Pig liver acetone powder (PLAP) catalyzed hydrolysis of alkyl α-acetoxy-α-arylacetates produces alkyl (S)-α-aryl-α-hydroxyacetates in 23-80% enantiomeric purities. Enantioselectivity is dependent on the ester group of O-acetylmandelates. Substitution on the aromatic ring results in inferior selectivities. Only acetate group is hydrolyzed by PLAP while the ester functionality is found to be completely intact.

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Deposited On:18 Oct 2010 09:27
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