Enantioselective synthesis of isoquinoline-1,3(2H,4H)-dione derivatives via a chiral phosphoric acid catalyzed aza-Friedel-Crafts reaction

被引:27
作者
You, Yong [1 ]
Lu, Wen-Ya [2 ]
Xie, Ke-Xin [3 ]
Zhao, Jian-Qiang [1 ]
Wang, Zhen-Hua [1 ]
Yuan, Wei-Cheng [1 ,2 ]
机构
[1] Chengdu Univ, Inst Far Adv Study, Chengdu 610106, Sichuan, Peoples R China
[2] Chinese Acad Sci, Natl Engn Res Ctr Chiral Drugs, Chengdu Inst Organ Chem, Chengdu 610041, Sichuan, Peoples R China
[3] Chinese Acad Sci, Chengdu Inst Biol, Chengdu 610041, Sichuan, Peoples R China
关键词
ASYMMETRIC-SYNTHESIS; INDOLES; ISATINS; ALKENES;
D O I
10.1039/c9cc04057a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly enantioselective aza-Friedel-Crafts reaction of structurally new ketimines with indoles and pyrrole is developed by using a chiral phosphoric acid as the catalyst. This protocol enables the first enantioselective synthesis of isoquinoline-1,3(2H,4H)-dione derivatives in good to excellent yields (up to 99% yield) and excellent enantioselectivities (up to >99% ee).
引用
收藏
页码:8478 / 8481
页数:4
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