Efficient Syntheses of Biologically Important ( S)-2-Amino-8-oxodecanoic Acid (Aoda) and Homologues

The efficient and practical asymmetric syntheses of the biologically important (S)-2-amino-8-oxodecanoic ester and its ho- mologues have been achieved employing the Schollkopf chiral aux- iliary. Carbon-carbon bond formation between the appropriate alkyl bromide and the LDA generated anion of the Schollkopf auxiliary, followed by hydrolysis provided the desired methyl ester of a long- chained keto amino acid in high yield with high selectivity.