Enantioselective thiourea-catalyzed acyl-Mannich reactions of isoquinolines

被引：246

作者：

Taylor, MS ^{[1
]}

Tokunaga, N ^{[1
]}

Jacobsen, EN ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 41期

关键词：

asymmetric catalysis; heterocycles; hydrogen bonds; Mannich reaction; urea derivatives;

D O I：

10.1002/anie.200502277

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Inexpensive aromatic feedstocks are substrates for highly enantioselective acylative Mannich reactions catalyzed by a thiourea chiral hydrogen-bond donor 1. This methodology provides access to useful 1-substituted dihydroisoquinolines (see scheme; TrocCl = 2,2,2-trichloroethyl chloroformate, TBS = tert-butyldimethylsilyl), which serve as precursors to enantioenriched 1-substituted tetrahydroisoquinolines. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：6700 / 6704

页数：5

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