SYNTHESIS OF SOME NEW SUGAR BASED 3, 3-DISUBSTITUTED MONOCYCLIC Β-LACTAMS BY ASYMMETRIC [2+2] CYCLOADDITION REACTIONS

Document Type: Regular Paper

Authors

Chemistry Department, College of Sciences, Shiraz University, Shiraz 71454, I. R of Iran

Abstract

Synthesis of some new monocyclic β-lactams containing a quaternary carbon center via a [2+2]
cycloaddition reaction is described. The reaction of achiral diphenyl ketene with chiral aldimines derived
from chiral 2, 3, 4, 6-tetra-O-acetyl-β-D-galactopyranosylamine, 2, 3, 4, 6-tetra-O-acetyl-β-Dglucopyranosylamine and different benzaldehydes resulted in the formation of β-lactams as single
diastereomers.

Keywords