Copper-Catalyzed Enantioselective Trifluoromethylthiolation of Secondary Propargyl Sulfonates  

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作  者:Xing Gao Yu-Lan Xiao Shu Zhang Jian Wu Xingang Zhang 

机构地区:[1]Key Laboratory of Organofluorine Chemistry,Center for Excellence in Molecular Synthesis,Shanghai Institute of Organic Chemistry,University of Chinese Academy of Sciences,Chinese Academy of Sciences,Shanghai 200032 [2]School of Materials and Energy,University of Electronic Science and Technology of China,Sichuan 611731 [3]College of Chemistry,Henan Institute of Advanced Technology,Zhengzhou University,Zhengzhou 450001

出  处:《CCS Chemistry》2021年第5期1463-1471,共9页中国化学会会刊(英文)

基  金:Financial support for this work was provided by the National Natural Science Foundation of China(nos.21931013,21702225,21672238,and 21421002);the Strategic Priority Research Program of the Chinese Academy of Sciences(no.XDB20000000).

摘  要:Although trifluoromethylthiolated compounds have privileged applications in pharmaceuticals and agrochemicals,efficient strategies for the asymmetric construction of C_(sp)^(3)-SCF_(3)bonds are limited.Specifically,the catalytic asymmetric nucleophilic trifluoromethylthiolation remains challenging.Here,we report a copper-catalyzed enantioselective nucleophilic trifluoromethylthiolation of secondary propargyl sulfonates with trifluoromethylthio silver.The reaction exhibits high efficiency,good enantioselectivity,high functional group tolerance,and broad substrate scope,paving a new way for the asymmetric synthesis of trifluoromethylthiolated compounds.

关 键 词:asymmetric synthesis copper-allenylidene copper catalysis propargyl sulfonates trifluoromethylthiolation 

分 类 号:O62[理学—有机化学]

 

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