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

被引：45

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

页码：4559 / 4562

页数：4

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