Abstract The efficient and practical asymmetric syntheses of the biologically important (S)-2- amino-8-oxodecanoic ester and its homologues have been achieved employing the Schöllkopf chiral auxiliary. Carbon-carbon bond formation between the appropriate alkyl bromide and the LDA generated anion of the Schöllkopf auxiliary, followed by hydrolysis provided the desired methyl ester of a long-chained keto amino acid in high yield with ...
[Deshmukh, Prashant H.; Schulz-Fademrecht, Carsten; Procopiou, Panayiotis A.; Vigushin, David A.; Coombes, R. Charles; Barrett, Anthony G. M. Advanced Synthesis and Catalysis, 2007 , vol. 349, # 1-2 p. 175 - 183]