铜催化 2-乙烯基苯甲酸的不对称自由基氧磺酰化反应以获得手性磺酰基邻苯二甲酸酯

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-11-07 DOI:10.1021/acs.orglett.4c0353010.1021/acs.orglett.4c03530

Xiao-Cui Lan, Xue-Juan Huang, You-Shuai Meng and Xi-Tao Li*,

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引用次数: 0

摘要

本研究介绍了一种通过铜盐和 OPPA 配体组成的催化剂体系合成对映体丰富的磺酰酞的自由基对映体选择性烯氧化磺酰化方法。反应在温和的条件下进行，底物范围广，产率高，对映选择性极佳。机理研究表明，反应是通过自由基介导的过程进行的。可扩展的合成和转化实验也证明了这种方法的应用潜力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Copper-Catalyzed Asymmetric Radical Oxysulfonylation of 2-Vinylbenzoic Acids to Access Chiral Sulfonyl Phthalides

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Copper-Catalyzed Asymmetric Radical Oxysulfonylation of 2-Vinylbenzoic Acids to Access Chiral Sulfonyl Phthalides

This study presents the development of a radical enantioselective alkene oxysulfonylation approach for the synthesis of enantioenriched sulfonyl phthalides via a catalyst system consisting of a copper salt and an OPPA ligand. The reaction proceeded under mild conditions with a wide range of substrates, good yields, and excellent enantioselectivities. Mechanistic studies suggested that the reaction proceeded through a radical-mediated process. Scalable synthesis and transformation experiments also demonstrated the applicable potential of this method.

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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.