中国化学快报(英文版)2024,Vol.35Issue(9) :130-134.DOI:10.1016/j.cclet.2023.109445

Electricity-driven enantioselective cross-dehydrogenative coupling of two C(sp3)-H bonds enabled by organocatalysis

Yuemin Chen Yunqi Wu Guoao Wang Feihu Cui Haitao Tang Yingming Pan
中国化学快报(英文版)2024,Vol.35Issue(9) :130-134.DOI:10.1016/j.cclet.2023.109445

Electricity-driven enantioselective cross-dehydrogenative coupling of two C(sp3)-H bonds enabled by organocatalysis

Yuemin Chen 1Yunqi Wu 1Guoao Wang 1Feihu Cui 1Haitao Tang 1Yingming Pan1
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作者信息

  • 1. State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources,School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University,Guilin 541004,China
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Abstract

An efficient and scalable electrochemical asymmetric protocol with metal-free catalysts and even with-out additional oxidants for the cross-dehydrogenative coupling reaction(CDC)of two C(sp3)-H bonds is reported.A series of aldehydes including natural products and various substrates containing C(sp3)-H bonds including xanthenes,acridines,cycloheptatrienes and even diarylmethane have been shown to un-dergo asymmetric CDC to afford a series of carbon-carbon bond coupling products with up to 94%yield and 98%ee.Mechanistic studies such as radical clock experiment suggest that the reaction proceeds via nucleophilic attack by enamine under electrochemical conditions.

Key words

Aminocatalysis/Electrochemistry/Asymmetric catalysis/CDC of C(sp3)-H bonds

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出版年

2024
中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCDCSCD
影响因子:0.771
ISSN:1001-8417
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