Patent ID: 6025177
Filing Date: 2000-02-15
Classification: C07C,C07D,Y02P

Abstract:
A process for the enantioselective synthesis of a chiral .alpha.-hydroxycarboxylate comprising:(a) reacting a prochiral .alpha.-ketocarboxylic acid with a single enantiomer of an N-substituted vicinal aminoalcohol of cyclopentane, cyclohexane, cycloheptane, indane, tetralin or benzosuberane to form an ester of said .alpha.-ketocarboxylic acid;(b) reacting said ester of said .alpha.-ketocarboxylic acid with an excess of a Grignard reagent in an ethereal solvent at 20.degree. to -78.degree. C. to provide a reaction mixture containing a diastereomer of an .alpha.-hydroxycarboxylate ester; and(c) separating a single diastereomer of said .alpha.-hydroxycarboxylate ester from said reaction mixture.