Preparation of Chiral 3-Unsubstituted β-Lactams from 3-Hydroxy β-Lactams by Using the Alkoxyketene-Imine Cycloaddition Reaction as an Approach to the Azetidinone Ring: A Formal Synthesis of the Carbapenem Antibiotic (+)-PS-5.

Article abstract of DOI:10.1016/0040-4039(91)80701-7

Formation of chiral 3-hydroxy β-lactams from the alkoxyketene-imine cycloaddition reaction followed by deoxygenation under Barton's conditions provided a simple route to optically active 3-unsubstituted β-lactams.