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

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-07-23 DOI:10.1021/acs.orglett.5c02682

Zhi-Lin Liu,Jia-Le Yan,Kai Chen,Hua Yang

引用次数: 0

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.

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光诱导，pd催化双烯的对映选择性级联碳酰胺化以获得γ-内酰胺。

手性γ-内酰胺支架是一种特殊的结构基序，在许多具有生物活性的天然产物和药物中具有显著特征。值得注意的是，由于分子内酰胺化的立体控制存在巨大的挑战，C = C键的不对称级联碳酰胺化以从现成的2-溴酰胺中获得结构多样的手性γ-内酰胺仍然未被探索。在这里，光诱导的，pd催化的共轭1,3-二烯与2-溴酰胺的对映选择性环化已经完成。该催化平台使多种1,3-二烯与现成的2-溴酰胺的有效偶联，产生具有良好区域选择性和对映选择性的手性γ-内酰胺。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.