Highly Enantioselective Assembly of Functionalized Tetrahydroquinolines with Creation of an All-Carbon Quaternary Center

被引：42

作者：

Tan, Hao Rui ^{[1
]}

Ng, Hui Fen ^{[1
]}

Chang, Jun ^{[2
]}

Wang, Jian ^{[1
]}

机构：

[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

[2] Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2012年 / 18卷 / 13期

关键词：

asymmetric synthesis; cascade reactions; organocatalysis; tetrahydroquinolines; thioureas; CATALYTIC ASYMMETRIC-SYNTHESIS; MICHAEL ADDITION; TRANSFER HYDROGENATION; CONJUGATE ADDITION; ORGANIC-SYNTHESIS; ACID; QUINOLINES; DERIVATIVES; ALKALOIDS; LIGANDS;

D O I：

10.1002/chem.201103136

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Mannich-Michael combo: An efficient and highly enantioselective cascade process by H-bonding catalysis for the synthesis of functionalized tetrahydroquinolines has been developed. An indane amine-thiourea small molecule has been discovered to catalyze this process in high yields and with good diastereomeric ratios and excellent enantioselectivities (see scheme). Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：3865 / 3870

页数：6

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