Litcius/Paper detail

Photoinduced, Pd-Catalyzed Enantioselective Cascade Carboamidation of Dienes to Access γ-Lactams

Zhilin Liu, Jia-Le Yan, Kai Chen, Hua Yang

2025Organic Letters9 citationsDOI

Abstract

Chiral γ-lactam scaffolds represent a privileged structural motif that is prominently featured in numerous biologically active natural products and pharmaceuticals. Notably, due to the intimidating challenges in the stereocontrol for the intramolecular amidation, the asymmetric cascade carboamidation of the C═C bond to access structurally diverse chiral γ-lactams from readily available 2-bromoamides remains unexplored. Herein, a photoinduced, Pd-catalyzed enantioselective cyclization of conjugated 1,3-dienes with 2-bromoamides has been accomplished. This catalytic platform enables the efficient coupling of diverse 1,3-dienes with readily available 2-bromoamides, delivering chiral γ-lactams with good regioselectivity and enantioselectivity.

Topics & Concepts

ChemistryEnantioselective synthesisCatalysisCascadeCombinatorial chemistryStereoisomerismStereochemistryOrganic chemistryChromatographyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis and Catalytic Reactions