手性铑(III)/手性勃氏碱多米诺催化的电化学对映选择性 C-H 嵌合反应

IF 13.1 1区 化学 Q1 CHEMISTRY, PHYSICAL
Yanjun Li, Jiawei Xu, João C. A. Oliveira, Alexej Scheremetjew and Lutz Ackermann*, 
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引用次数: 0

摘要

铑(III)催化的对映选择性 C-H 活化已成为组装手性分子的有力工具。然而,由于制备手性铑催化剂的合成路线繁琐,这种方法受到了很大的阻碍。与此形成鲜明对比的是,我们在本文中报告了一种电化学多米诺催化系统,该系统利用非手性 Cp* 铑催化剂和易于获得的手性勃氏碱,实现苯甲酸对烯的对映选择性 C-H 活化/annulation 反应。我们的策略提供了一种对环境无害且最方便使用的方法,利用电作为可持续氧化剂,以良好的对映选择性组装出合成有用的手性邻苯二甲酸酯。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Electrochemical Enantioselective C–H Annulation by Achiral Rhodium(III)/Chiral Brønsted Base Domino Catalysis

Electrochemical Enantioselective C–H Annulation by Achiral Rhodium(III)/Chiral Brønsted Base Domino Catalysis

Electrochemical Enantioselective C–H Annulation by Achiral Rhodium(III)/Chiral Brønsted Base Domino Catalysis

Rhodium(III)-catalyzed enantioselective C–H activation has emerged as a powerful tool for assembling enabling chiral molecules. However, this approach is significantly hampered by the cumbersome synthetic routes for preparing chiral rhodium catalysts. In sharp contrast, we herein report on an electrochemical domino catalysis system that exploits an achiral Cp*-rhodium catalyst along with an easily accessible chiral Brønsted base for an enantioselective C–H activation/annulation reaction of alkenes by benzoic acids. Our strategy offers an environmentally benign and most user-friendly approach for assembling synthetically useful chiral phthalides in good enantioselectivity, employing electricity as the sustainable oxidant.

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来源期刊
ACS Catalysis
ACS Catalysis CHEMISTRY, PHYSICAL-
CiteScore
20.80
自引率
6.20%
发文量
1253
审稿时长
1.5 months
期刊介绍: ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.
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