Asymmetric synthesis of CF3-containing tetrahydroquinoline via a thiourea-catalyzed cascade reaction

被引:25
作者
Zhu, Yuanyuan [1 ]
Li, Boyu [1 ]
Wang, Cui [1 ]
Dong, Zhenghao [1 ]
Zhong, Xiaoling [1 ]
Wang, Kairong [1 ]
Yan, Wenjin [1 ]
Wang, Rui [1 ,2 ]
机构
[1] Lanzhou Univ, Sch Basic Med Sci, Key Lab Preclin Study New Drugs Gansu Prov, Inst Pharmacol, Lanzhou 730000, Peoples R China
[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China
基金
中国国家自然科学基金;
关键词
DYNAMIC KINETIC RESOLUTION; ENANTIOSELECTIVE SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; BETA; BETA-DISUBSTITUTED ENONES; AZOMETHINE YLIDES; GALIPEA-OFFICINALIS; TRIFLUOROMETHYLATED PYRROLIDINES; MICHAEL/MICHAEL ADDITION; STEREOGENIC CENTER; MICHAEL ADDITION;
D O I
10.1039/c7ob01013c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An organocatalytic asymmetric method for the synthesis of 2-CF3 tetrahydroquinoline has been achieved. The cascade reaction of 2-aminochalcones with beta-CF3 nitroalkenes afforded the products bearing three contiguous stereogenic centers in good yields with excellent diastereoselectivities and enantioselectivities.
引用
收藏
页码:4544 / 4547
页数:4
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