Copper-Catalyzed Enantioselective Trifluoromethoxylation of Propargyl Sulfonates

被引:10
作者
Hou, Yangdong [1 ,2 ]
Zhang, Zhang [1 ,2 ]
Sun, Xinyu [1 ,2 ]
Yang, Zheng [1 ,2 ]
Luan, Yu-Xin [1 ,2 ]
Tang, Pingping [1 ,2 ]
机构
[1] Nankai Univ, Coll Chem, State Key Lab, Tianjin 300071, Peoples R China
[2] Nankai Univ, Inst Elementoorgan Chem, Coll Chem, Tianjin 300071, Peoples R China
关键词
Copper; Enantioselective; Propargyl; Sulfonates; Trifluoromethoxylation; ALPHA-FLUORINATED ETHERS; ASYMMETRIC-SYNTHESIS; ESTERS; TRIFLUOROMETHYLTHIOLATION; THIOETHERS; DIFLUOROALKYLATION; ETHERIFICATION; CHEMISTRY; AMINES; DI;
D O I
10.1002/anie.202218919
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Due to the strong electron-withdrawing nature and high lipophilicity of trifluoromethoxy group (OCF3), methods for introducing OCF3 into organic molecules are in high demand. However, the research area of direct enantioselective trifluoromethoxylation is still in the embryonic stage, with limited enantioselectivity and/or reaction types. Here, we describe the first copper-catalyzed enantioselective trifluoromethoxylation of propargyl sulfonates using trifluoromethyl arylsulfonate (TFMS) as the trifluoromethoxy source in up to 96 % ee.
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页数:6
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