Copper-catalyzed yne-allylic substitutions: concept and recent developments.

IF 2.2 4区 化学 Q2 CHEMISTRY, ORGANIC Beilstein Journal of Organic Chemistry Pub Date : 2024-10-31 eCollection Date: 2024-01-01 DOI:10.3762/bjoc.20.232
Shuang Yang, Xinqiang Fang
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Abstract

The catalytic (asymmetric) allylation and propargylation have been established as powerful strategies allowing access to enantioenriched α-chiral alkenes and alkynes. In this context, combining allylic and propargylic substitutions offers new opportunities to expand the scope of transition metal-catalyzed substitution reactions. Since its discovery in 2022, copper-catalyzed yne-allylic substitution has undergone rapid development and significant progress has been made using the key copper vinyl allenylidene intermediates. This review summarizes the developments and illustrates the influences of copper salt, ligand, and substitution pattern of the substrate on the regioselectivity and stereoselectivity.

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铜催化的炔烯丙基置换:概念和最新进展。
催化(不对称)烯丙基化和丙炔基化是一种强大的策略,可以获得对映富集的 α-手性烯烃和炔烃。在这种情况下,结合烯丙基和丙炔基取代为扩大过渡金属催化取代反应的范围提供了新的机遇。自 2022 年被发现以来,铜催化的炔烯丙基取代反应经历了快速发展,利用关键的亚甲基乙烯基铜中间体取得了重大进展。本综述总结了这些进展,并说明了铜盐、配体和底物的取代模式对区域选择性和立体选择性的影响。
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来源期刊
CiteScore
4.90
自引率
3.70%
发文量
167
审稿时长
1.4 months
期刊介绍: The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.
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