铱催化的对映选择性烯基氰甲基化。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-07-24 DOI:10.1021/acs.orglett.5c02686

Aditya Chakrabarty, and , Santanu Mukherjee*,

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引用次数: 0

摘要

乙腈的酸性较差，限制了它作为氰乙基的C2合成物掺入有机化合物的用途。我们现在使用一个2-叠氮烯丙醇作为乙腈烯酸酯的替代品，用于第一次对映选择性烯丙基氰甲基化。这种温和的无碱方案利用铱和刘易斯酸协同催化活化支链烯醇，以中高收率和优异的对映选择性传递α-烯丙基乙腈。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Iridium-Catalyzed Enantioselective Allenylic Cyanomethylation

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Iridium-Catalyzed Enantioselective Allenylic Cyanomethylation

The poor acidity of acetonitrile restricted its utility as a C2 synthon of a cyanomethyl group for incorporation into organic compounds. We now employed a 2-azido allylic alcohol as an acetonitrile enolate surrogate for the first enantioselective allenylic cyanomethylation. This mild and base-free protocol utilizes cooperative iridium and Lewis acid catalysis for the activation of branched allenylic alcohols to deliver α-allenylic acetonitriles in moderate to good yields with excellent enantioselectivity.

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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.