Progress toward the synthesis of piperazimycin A: exploration of the synthesis of γ-hydroxy and γ-chloropiperazic acids

Employing Hamada’s chemistry with MAOS optimization of several steps, an expedient route to key (3S,5S)- and (3R,5R)-γ-hydroxy and (3R,5S)-γ-chloropiperazic acids, was developed en route to a total synthesis of piperazimycin A.