Asymmetric synthesis of β-lactams and N-benzoyl-3-phenylisoserines via the Staudinger reaction

Article abstract of DOI:10.1016/S0040-4039(00)79708-5

Reaction of benzaldimine derived from 2,3,4,6-tetra-O-acetyl-β-D-galactoseamine with acid chloride yields cis β-lactam as a single diastereoisomer. Hydrolysis of β-lactam followed by N-benzoylation provides access toward N-benzoyl-(2S,3R)-3-phenylisoserin