ASYMMETRIC-SYNTHESIS OF (S)-[2-(H-2)]GLYCINE AND (R)-[2-(H-2)]GLYCINE VIA PHOTOLYSIS OF OPTICALLY-ACTIVE CHROMIUM CARBENE COMPLEXES - A COMPARISON OF STEREOSELECTIVITY BETWEEN CHROMIUM KETENE COMPLEXES, KETENES, AND ESTER ENOLATES

(S)- and (R)-12-H-2(1)]glycine ("Chiral glycine") were synthesized in good yield with high deuterium incorporation and ee's of 82-86% by two different routes. Photolysis of optically active oxazolidine carbene chromium complexes and lithiation-deuteration of optically active alpha-oxazolidinone acetic esters were carried out. The stereoselectivities of the reactions of ketenes and chromium-bound ketenes with methanol-d were compared.