Deschenaux, Robert

1983, Bernauer, Klaus, Deschenaux, Robert, Taura, Toshiaki

Enantioselective synthesis of phenylalanine was performed by reacting phenylpyruvic acid with pyridoxamine followed by ketimine-aldimine isomerization of the resulting Schiff base catalyzed by an optically active copper(II)-complex. UV and CD measurements showed that the enantiomeric excess strongly depends on the reaction conditions and on the reaction time and in favorable cases it reacted values of 80%. The selectivity of the reaction is discussed on the basis of possible structures of the intermediate mixed ligand complex. [on SciFinder(R)]