Asymmetric Synthesis XIII: The Stereocontrolled Synthesis of (R)—α—Amino Acids via a Double Chiral Induction

Abstract

The stereocontrolled synthesis of (R)—α—amino acids via a double chiral induction in alkylation of the ketimine derived from (+)—camphor and (+)—menthyl glycinate which is a chiral match pair has been studied. (R)—α—amino acids wih high optical purity 80–90% are obtained after hydrolysis of the alkylated products. We find that the chiral match which is the symergistic effect in a double chiral induction is very important to abtain the higher diastereoselectivity for the stereocontrolled synthesis.