Electricity-driven enantioselective cross-dehydrogenative coupling of two C(sp^(3))-H bonds enabled by organocatalysis  

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作  者:Yuemin Chen Yunqi Wu Guoao Wang Feihu Cui Haitao Tang Yingming Pan 

机构地区:[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

出  处:《Chinese Chemical Letters》2024年第9期130-134,共5页中国化学快报(英文版)

基  金:National Natural Science Foundation of China(Nos.22161008,22061003);Guangxi Science and Technology Base and Talent Project(High Level Innovative Talents and Team Training)(Guike No.AD23026094);Guangxi Natural Science Foundation of China(No.2021GXNSFFA220005)for financial support。

摘  要:An efficient and scalable electrochemical asymmetric protocol with metal-free catalysts and even without additional oxidants for the cross-dehydrogenative coupling reaction(CDC)of two C(sp^(3))-H bonds is reported.A series of aldehydes including natural products and various substrates containing C(sp^(3))-H bonds including xanthenes,acridines,cycloheptatrienes and even diarylmethane have been shown to undergo 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.

关 键 词:AMINOCATALYSIS ELECTROCHEMISTRY Asymmetric catalysis CDC of C(sp^(3))-H bonds 

分 类 号:O621.251[理学—有机化学]

 

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