铜催化的不对称clark - wilson重排

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-07 DOI:10.1021/acs.orglett.5c00847

Jun-Han Yu, Guo-Qiang Lin, Zhi-Tao He

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引用次数: 0

摘要

在这里，我们描述了第一个过渡金属催化的不对称Cloke-Wilson重排，通过前所未有的丙炔烯氧基化反应，烯醇作为o -亲核试剂。制备了一组新的手性PPBOX配体，保证了转化的高对映选择性。在非常温和的反应条件下，以良好的产率和高的对映选择性制备了一系列含炔单元的多取代二氢呋喃骨架，并方便地进行了各种下游转化以获得不同的手性骨架。

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 Cloke–Wilson Rearrangement

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Copper-Catalyzed Asymmetric Cloke–Wilson Rearrangement

Herein we describe the first transition-metal-catalyzed asymmetric Cloke–Wilson rearrangement through unprecedented propargylic alkenoxylation reaction with enol as the O-nucleophile. A set of new chiral PPBOX ligands was prepared to guarantee the high enantioselectivity of the transformation. A series of polysubstituted dihydrofuran skeletons bearing an alkyne unit was prepared in good yield and high enantioselectivity under very mild reaction conditions, and various downstream transformations were facilely conducted to access different chiral skeletons.

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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.