Catalytic Asymmetric Intermolecular Radical Aminotrifluoromethylation of Alkenes with Hydrazines by Cu(I)/CPA Cooperative Catalysis

被引：15
作者：
Wang, Zhe [1 ,2 ]
Cheng, Jiang-Tao [3 ,4 ]
Shi, Zhichao [1 ,2 ]
Wang, Na [3 ,4 ]
Zhan, Feng [1 ,2 ]
Jiang, Sheng-Peng [3 ,4 ]
Lin, Jin-Shun [1 ,2 ]
Jiang, Yuyang [2 ,5 ]
Liu, Xin-Yuan [3 ,4 ]
机构：
[1] Tsinghua Univ, Dept Chem, Beijing 100084, Peoples R China
[2] Tsinghua Shenzhen Int Grad Sch, State Key Lab Chem Oncogen, Key Lab Chem Biol, Shenzhen 518055, Peoples R China
[3] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China
[4] Southern Univ Sci & Technol, Dept Chem, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China
[5] Tsinghua Univ, Sch Pharmaceut Sci, Beijing 100084, Peoples R China
来源：
CHEMCATCHEM | 2021年 / 13卷 / 01期
基金：
中国国家自然科学基金;
关键词：
aminotrifluoromethylation; asymmetric; cooperative catalysis; diarylmethylamine; radical-involved; UNACTIVATED ALKENES; INTRAMOLECULAR AMINOTRIFLUOROMETHYLATION; TRIFLUOROMETHYLATION; OLEFINS; AMINOPERFLUOROALKYLATION; AMINODIFLUOROMETHYLATION; DIFUNCTIONALIZATION; FUNCTIONALIZATION; FLUORINATION;
D O I：
10.1002/cctc.202001398
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
A first catalytic enantioselective intermolecular radical aminotrifluoromethylation of alkene with hydrazine and Togni's reagent by Cu(I)/CPA cooperative catalysis has been reported, accessing diversely substituted CF3-containing enantioenriched diarylmethylamines bearing an alpha-tertiary stereocenter with high enantioselectivity and excellent chemoselectivity. The highly asymmetric induction of C-N bond formation between hydrazine and the carbocation intermediate was achieved by using a CPA catalystviahydrogen-bonding and ion pair interaction.
引用
收藏
页码：185 / 190
页数：6
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