Recent advances in allylation of chiral secondary alkylcopper species.

IF 2.2 4区 化学 Q2 CHEMISTRY, ORGANIC
Beilstein Journal of Organic Chemistry Pub Date : 2025-03-20 eCollection Date: 2025-01-01 DOI:10.3762/bjoc.21.51
Minjae Kim, Gwanggyun Kim, Doyoon Kim, Jun Hee Lee, Seung Hwan Cho
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引用次数: 0

Abstract

The transition-metal-catalyzed asymmetric allylic substitution represents a pivotal methodology in organic synthesis, providing remarkable versatility for complex molecule construction. Particularly, the generation and utilization of chiral secondary alkylcopper species have received considerable attention due to their unique properties in stereoselective allylic substitution. This review highlights recent advances in copper-catalyzed asymmetric allylic substitution reactions with chiral secondary alkylcopper species, encompassing several key strategies for their generation: stereospecific transmetalation of organolithium and organoboron compounds, copper hydride catalysis, and enantiotopic-group-selective transformations of 1,1-diborylalkanes. Detailed mechanistic insights into stereochemical control and current challenges in this field are also discussed.

手性仲烷基铜烯丙基化研究进展。
过渡金属催化的不对称烯丙基取代是有机合成中的一种关键方法,为复杂分子的构建提供了显著的多功能性。特别是手性仲烷基铜由于其在立体选择性烯丙基取代中的独特性质而受到广泛关注。本文综述了铜催化手性仲烷基铜的不对称烯丙基取代反应的最新进展,包括其生成的几种关键策略:有机锂和有机硼化合物的立体定向金属转化、铜氢化催化和1,1-二硼烷的对映基选择性转化。详细的机制见解立体化学控制和当前的挑战,在这一领域进行了讨论。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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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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