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

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.

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Publication Details

Journal
Organic Letters
Published
2025-07-24
DOI
https://doi.org/10.1021/acs.orglett.5c02682
Citations
8
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
7.49

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article

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

Zhilin Liu, Hua Yang, Kai Chen, Jia-Le Yan
8 citations
Organic Letters
Catalytic C–H Functionalization Methods
7.49
article

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

Zhilin Liu, Hua Yang, Kai Chen, Jia-Le Yan
article en
8 citations

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.

Organic LettersVol. 27(30)
Central South University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Hunan Province
Openalex Percentile: Top 3%
Catalytic C–H Functionalization Methods
7.49
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Photoinduced, Pd-Catalyzed Enantioselective Cascade Carboamidation of Dienes to Access γ-Lactams — Zhilin Liu, Hua Yang, et al. · Organic Letters (2025) | TGRS Research Map | TGRS