The reaction of optically active alpha-alkoxy and alpha-amino nitrones with
a variety of nucleophiles serves as a useful process for the stereocontrol
led synthesis of enantiomerically pure hydroxylamines having additional fun
ctionalities. These hydroxylamines can be used as key intermediates in the
synthesis of a wide range of nitrogenated compounds including amino acids,
carbohydrates, nucleoside analogs and pyrrolidines.