Remote regioselective organocatalytic asymmetric [3+2] cycloaddition of N-2,2,2-trifluoroethyl isatin ketimines with cyclic 2,4-dienones

被引：27
|
作者：
Zou, Chuncheng [1 ,2 ]
Han, Yuanyuan [1 ]
Zeng, Chuikun [1 ]
Zhang, Tony Y. [1 ]
Ye, Jinxing [1 ]
Song, Gonghua [2 ]
机构：
[1] East China Univ Sci & Technol, Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, Shanghai 200237, Peoples R China
[2] East China Univ Sci & Technol, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China
来源：
CHINESE CHEMICAL LETTERS | 2020年 / 31卷 / 02期
基金：
中国国家自然科学基金; 中国博士后科学基金;
关键词：
Organocatalysis; Spiro oxindole skeleton; 3+2] cycloaddition; Cyclic 2,4-dienones; CF3; group; CATALYZED 1,3-DIPOLAR CYCLOADDITION; SPIROCYCLIC OXINDOLES; CONSTRUCTION; DESIGN; SPIROOXINDOLES; INHIBITORS; DISCOVERY; STRATEGY; CENTERS;
D O I：
10.1016/j.cclet.2019.07.052
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An organocatalytic asymmetric [3 + 2] cycloaddition of trifluoromethyl-containing azomethine ylides with cyclic 2,4-dienones was developed. The process enables efficient incorporation of CF3 groups into functionalized spiro[pyrrolidin-3,2'-oxindoles] in high yields with good to excellent enantio- and diastereoselectivities. (C) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码：377 / 380
页数：4
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