Amine-Catalyzed Enantioselective 1,3-Dipolar Cycloadditions of Aldehydes to C, N-Cyclic Azomethine Imines

被引：44
|
作者：
Li, Wenjun [1 ,2 ]
Jia, Qianfa [2 ]
Du, Zhiyun [2 ]
Zhang, Kun [2 ]
Wang, Jian [1 ,2 ]
机构：
[1] Guangdong Univ Technol, Allan H Conney Lab Anticanc Res, Guangzhou 510006, Guangdong, Peoples R China
[2] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 16期
关键词：
asymmetric synthesis; cycloadditions; enamines; heterocycles; tetrahydroisoquinoline; PICTET-SPENGLER CONDENSATION; CHIRAL IMINIUM IONS; BETA-PHENYLETHYLAMINES; RECENT PROGRESS; ISOQUINOLINE; FORMAMIDINES; HYDROGENATION; LATRUNCULIA; DERIVATIVES; ALKALOIDS;
D O I：
10.1002/chem.201400333
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Amine-catalyzed enantioselective 1,3-dipolar cycloadditions of aldehydes to C,N-cyclic azomethine imines were developed. The reactions between diversely substituted C,N-cyclic azomethine imines and aldehydes proceeded smoothly in the presence of chiral prolinol silyl ether catalyst and gave the C-1-substituted tetrahydroisoquinolines in a highly stereoselective manner. These tetrahydroisoquinolines could be efficiently transformed to several other useful polycyclic frameworks.
引用
收藏
页码：4559 / 4562
页数：4
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