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Exploitation of the New Reactivity of Vinylcyclopropanes for Palladium-Catalyzed, Asymmetric [5+2] Dipolar Cycloadditions.

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成果类型:
期刊论文
作者:
Lu, Liang-Qiu;Li, Miao-Miao;Xiong, Qin;Qu, Bao-Le;Lan, Yu;...
作者机构:
[Lu, Liang-Qiu] Central China Normal University, CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticides and Chemical Biology, 152 Luoyu Road, 430079, Wuhan, Hubei, CHINA
[Qu, Bao-Le; Xiao, Wen-Jing; Li, Miao-Miao; Xiao, Yu-Qing] Central China Normal University, College of Chemistry, CHINA
[Xiong, Qin] Chongqing University, School of Chemistry and Chemical Engineering, CHINA
[Lan, Yu] Zhengzhou University, College of Chemistry, CHINA
语种:
英文
关键词:
asymmetric palladium catalysis;medium-sized ring;[5+2] cycloaddition;vinylcyclopropane;ketene
期刊:
Angewandte Chemie - International Edition
ISSN:
1433-7851
年:
2020
机构署名:
本校为第一机构
院系归属:
化学学院
摘要:
Vinylcyclopropanes (VCPs) are commonly used in transition metal-catalyzed cycloadditions, and the exploitation of their recently realized reactivities to construct new cyclic architectures is of great significance in modern synthetic chemistry. Herein, a palladium-catalyzed, visible light-driven, asymmetric [5+2] cycloaddition of VCPs with α-diazoketones was first accomplished by switching the reactivity of the Pd-containing dipolar intermediates from all-carbon 1,3-dipoles to oxo-1,5-dipoles. Enantioenriched 7-membered lactones were produced ...

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