通过远程手性控制催化偶氮烯烃衍生磺酰化物的不对称重排

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-26 DOI:10.1021/acs.orglett.5c00825

Kaixuan Wang, Zengcheng Yu, Zheng Tan, Shiya Li, Xiaohua Liu, Maoping Pu, Xiaoming Feng

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引用次数: 0

摘要

[2,3]-异位重排已被广泛用于构建C-S键。在此，我们报道了一种对映选择性的、分子间的、非类碳[2,3]的偶氮烯烃类磺酰化物的异位重排。该工艺具有底物范围广、效率高、对映体选择性好等特点，产率可达99%，对映体过量（ee）可达96%。此外，该协议具有良好的可扩展性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Catalytic Asymmetric Rearrangement of Azoalkene-Derived Sulfonium Ylides via Remote Chirality Control

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Catalytic Asymmetric Rearrangement of Azoalkene-Derived Sulfonium Ylides via Remote Chirality Control

The [2,3]-sigmatropic rearrangement has been widely utilized to construct C–S bonds. Herein, we report an enantioselective, intermolecular, and noncarbenoid [2,3]-sigmatropic rearrangement of sulfonium ylides using azoalkenes. This process features a broad substrate scope, high efficiency, and excellent enantioselectivity, achieving yields of up to 99% and an enantiomeric excess (ee) of up to 96%. Furthermore, the protocol demonstrated good scalability.

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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.