Asymmetric syntheses of (S)-α-amino acids in 28--98% optical yields via doublechiral induction in alkylations of ketimine 1 derived from (+)-2-hydroxypinan-3-one and (-)-men-thyl glycinate which is a chiral match pair have been studied. The factors controlling the diastereoselec-tivities in alkylation reactions of the ketimine, the properties of alkylating agents and various alkylationconditions are examined. Asymmetric syntheses of (S) -alpha-amino acids in 28--98% optical yield via doublechiral induction in alkylations of ketimine 1 derived from (+) - 2-hydroxypinan-3-one and (-) - men- thyl glycinate which The factors controlling the diastereoselec-tivities in alkylation reactions of the ketimine, the properties of alkylating agents and various alkylation conditions are examined.