SYNTHESIS OF ENANTIOMERICALLY PURE AMINOPHOSPHONIC ACIDS

Abstract
An efficient general asymmetric synthesis of α-aminophosphonic acid derivatives has been achieved by alkylation of the Schiff bases 2, prepared from (1R,2R, 5R)(+) or (1S,2S, 5S)(-) 2-hydroxy 3-pinanone 1 and α-aminomethyl phosphonic acid diethylester. Diastereoisomeric alkylated Schiff bases separated on column chromatography afforded after hydrolytic cleavage enantiomerically pure compounds.