title: Synthesis of Chiral α-Trifluoromethylamines with 2,2,2-Trifluoroethylamine as a "Building Block".
abstract: The β-isocupreidine, a cinchonine derived alkaloid, catalyzed asymmetric SN2'-SN2' reaction between N-2,2,2-trifluoroethylisatin ketimines and MBH type carbonates was realized in a simple and efficient way. A series of chiral α-trifluoromethylamines were prepared with excellent yields and stereoselectivities. A subsequent and easy process of deprotection gave γ-trifluoromethyl-α-methylenelactam in a stereoselective manner.
authors.affiliation: Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic, Medical Sciences, Lanzhou University , Lanzhou 730000, China.
authors.forename: Xiaoyuan
authors.initials: X
authors.lastname: Li
authors.affiliation: Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic, Medical Sciences, Lanzhou University , Lanzhou 730000, China.
authors.forename: Jinhuan
authors.initials: J
authors.lastname: Su
authors.affiliation: Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic, Medical Sciences, Lanzhou University , Lanzhou 730000, China.
authors.forename: Zhourujun
authors.initials: Z
authors.lastname: Liu
authors.affiliation: Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic, Medical Sciences, Lanzhou University , Lanzhou 730000, China.
authors.forename: Yuanyuan
authors.initials: Y
authors.lastname: Zhu
authors.affiliation: Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic, Medical Sciences, Lanzhou University , Lanzhou 730000, China.
authors.forename: Zhenghao
authors.initials: Z
authors.lastname: Dong
authors.affiliation: Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic, Medical Sciences, Lanzhou University , Lanzhou 730000, China.
authors.forename: Shuai
authors.initials: S
authors.lastname: Qiu
authors.affiliation: Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic, Medical Sciences, Lanzhou University , Lanzhou 730000, China.
authors.forename: Jiayi
authors.initials: J
authors.lastname: Wang
authors.affiliation: Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic, Medical Sciences, Lanzhou University , Lanzhou 730000, China.
authors.forename: Li
authors.initials: L
authors.lastname: Lin
authors.affiliation: State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences , Lanzhou 730000, Peoples Republic of China.
authors.forename: Zhiqiang
authors.initials: Z
authors.lastname: Shen
authors.affiliation: Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic, Medical Sciences, Lanzhou University , Lanzhou 730000, China.
authors.forename: Wenjin
authors.initials: W
authors.lastname: Yan
authors.affiliation: Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic, Medical Sciences, Lanzhou University , Lanzhou 730000, China.
authors.forename: Kairong
authors.initials: K
authors.lastname: Wang
authors.affiliation: Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic, Medical Sciences, Lanzhou University , Lanzhou 730000, China.|State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences , Lanzhou 730000, Peoples Republic of China.|Collaborative Innovation Centre of Chemical Science and Engineering (Tianjin) , Tianjin 300071, China.
authors.forename: Rui
authors.initials: R
authors.lastname: Wang
mesh_terms: D002254:Carbonates / Q000737:chemistry; D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry; D005021:Ethylamines / Q000138:chemical synthesis* / Q000737:chemistry; D006912:Hydroxyquinolines / Q000737:chemistry*; D007097:Imines / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry; D011812:Quinuclidines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D002254:Carbonates; D002930:Cinchona Alkaloids; D005021:Ethylamines; D006912:Hydroxyquinolines; D007097:Imines; D009570:Nitriles; D011812:Quinuclidines; C517075:beta-isocupreidine; C542835:ketimine; C032626:trifluoroethylamine; C010086:cinchonine