Palladium-catalyzed asymmetric (4+3) cycloaddition of N-2,2,2-trifluoroethylisatin ketimines: access to optically active spirooxindoles

被引:11
|
作者
Meng, Yinggao [1 ]
Song, Manman [1 ]
Wang, Yue [1 ]
Wang, Yuxin [1 ]
Li, Er-Qing [1 ]
机构
[1] Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China
基金
中国国家自然科学基金;
关键词
FLUORINE; ALKENES;
D O I
10.1039/d3qo00501a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A palladium-catalyzed asymmetric (4 + 3) cycloaddition of N-2,2,2-trifluoroethylisatin ketimines with 2-methylidenetrimethylene carbonate was reported to enantioselectively afford trifluoromethylated spirooxindoles in moderate yields and good to excellent ee values. Experimentally, the reaction proceeded smoothly in the absence of a Bronsted base in a one-pot manner, which paved a way for efficient and cost-effective construction of optically pure trifluoromethylated medium-sized rings.
引用
收藏
页码:2648 / 2652
页数:5
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