Synthesis of Chiral α-Aryl-α-Hydroxyacetic Acids: Substituent Effects in Pig Liver Acetone Powder (PLAP) Induced Enantioselective Hydrolysis

DOI: 10.1016/0040-4020(94)01105-9

Source and publish data:

Tetrahedron p. 2403 - 2416 (1995)

Update date:2022-08-03

Topics:

Authors:

Basavaiah, Deevi

Krishna, Peddinti Rama

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Article abstract of DOI:10.1016/0040-4020(94)01105-9

Pig liver acetone powder (PLAP) catalyzed hydrolysis of alkyl α-acetoxy-α-arylacetates produces alkyl (S)-α-aryl-α-hydroxyacetates in 23-80percent 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.

Full text of DOI:10.1016/0040-4020(94)01105-9

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