Asymmetric Construction of Multifunctional γ-Lactams from 1,3-Dienes and α-Ketoamides via Pd(0)-π-Lewis Base Catalysis

Org Lett. 2023 Sep 15;25(36):6649-6653. doi: 10.1021/acs.orglett.3c02443. Epub 2023 Sep 1.

Abstract

A straightforward approach for the asymmetric synthesis of multifunctionalized γ-lactams, including those bearing two tetrasubstituted stereogenic centers, has been developed through a palladium-catalyzed vinylogous addition/allylic amination process between 1,3-dienes and α-ketoamides. This protocol features advantages of ready substrate availability, broad applicability, high efficiency, and excellent stereoselectivity, making it an attractive complementary tool to the previous strategies.