Solid-phase synthesis of α-hydroxy phosphonates and hydroxystatine amides. Transition-state isosteres derived from resin-bound amino acid aldehydes

Abstract Resin-bound N -acylated amino acid aldehydes iv were converted in a single step to α-hydroxy phosphonates vii (Pudovik reaction) and in six-steps to hydroxystatine amides viii , demonstrating the utility of intermediates iv for constructing multiple aspartic acid transition-state isosteres.