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Enantiopure  N (Boc)-β 3 -amino nitriles, valuable synthetic intermediates in the multistep homologation of α-amino acids, were alkylated using  n -BuLi as base. Alkylations afforded easily separable, almost equimolecular mixtures of diastereomeric  N (Boc)-protected  syn  and  anti  β 2,3 -amino nitriles. Suitable manipulations of both cyano and amino groups eventually led to enantiopure  N - and/or  C -protected β 2,3 -amino acids. For example, methanolysis using conc. HCl gas in MeOH, provides  C -protected β 2,3  amino acids in excellent yields. This methodology is applied to the synthesis of a series  N (Boc)-β 2,3 -dialkyl amino nitriles derived from  l -phenylalanine,  d -phenylalanine,  l -valine and one  C -protected β 2,3  amino acid. We demonstrate an efficient procedure for the preparation of  anti  and  syn  β 2,3 -amino acids with alkyl side chains, from α-amino acids in reasonable yields.

A practical route to β2,3-amino acids with alkyl side chains