Intramolecular Electrophilic Additions to Olefins in Organic Syntheses. Stereoselective Synthesis of 3,4-Substituted β-Lactams by Bromine-Induced Oxidative Cyclization of O-Acyl β,γ-Unsaturated Hydroxamic Acid Derivatives

Article abstract of DOI:10.1021/jo00229a009

A mild, efficient, and stereoselective preparation of 3,4-disubstituted β-lactams is described.The method involves treatment of O-acyl β,γ-unsaturated hydroxamic acids with bromine in mildly basic aqueous acetonitrile at 0 deg C.The resulting rapid reacti