Application of enantiopure templated azomethine ylids to β-hydroxy-α- amino acid synthesis

Article abstract of DOI:10.1016/S0040-4020(98)00302-0

Chiral stabilised azomethine ylids derived from the reaction of (5S)-5- phenylmorpholin-2-one (1) with aldehydes undergo efficient and highly diastereocontrolled cycloaddition with a second molecule of aldehyde to furnish products (2) which may be converted into enantiomerically pure threo (2S,3R) β-hydroxy-α-amino acids (3) in excellent yield.