Synthesis of Chiral α-Aryl-α-Hydroxyacetic Acids: Substituent Effects in Pig Liver Acetone Powder (PLAP) Induced Enantioselective Hydrolysis
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.
Basavaiah, Deevi,Krishna, Peddinti Rama
p. 2403 - 2416
(2007/10/02)
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