One-pot synthesis of γ-lactams from ketoaziridines

Org Biomol Chem. 2023 Nov 29;21(46):9128-9132. doi: 10.1039/d3ob01568h.

Abstract

The remarkable biological activities of γ-lactams have stimulated the search for efficient synthetic methods to achieve these scaffolds. In this work, we have developed a simple one-pot diastereoselective synthesis of new γ-lactams from ketoaziridines with moderate to good yields via the Horner-Wadsworth-Emmons reaction, followed by an intramolecular ester-aziridine cyclization and its opening in situ. Preliminary efforts towards an enantioselective version of this method are also reported.