ASYMMETRIC SYNTHESIS OF ASPARTIC AND α-METHYLASPARTIC ACIDS VIA Ni(II) COMPLEXES WITH SCHIFF BASES OF GLYCINE AND ALANINE AND CHIRAL CARBONYL-CONTAINING REAGENTS

Article abstract of DOI:10.1007/BF00961233

We propose a method for the synthesis of aspartic and α-methylaspartic acids by alkylation with ethyl bromoacetate of the α-carbon atom of the amino acid moiety in Ni(II) complexes of Schiff bases of glycine with (S)-2-<(N-benzylprolyl)amino>benzophenone and alanine with (S)-2-<(N-benzylprolyl)amino>benzaldehyde, respectively.Attempts to synthesize α-methylaspartic acid by oxidative cleavage of the C=C bond to a COOH group in the complex of the Schiff base of α-allylalanine with (S)-2-<(N-benzylprolyl)amino>benzophenone were unsuccessful.