Iridium-Catalyzed Asymmetric Hydrogenation of Unfunctionalized Enamines

被引：50

作者：

Baeza, Alejandro ^{[1
]}

Pfaltz, Andreas ^{[1
]}

机构：

[1] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2009年 / 15卷 / 10期

基金：

瑞士国家科学基金会;

关键词：

amines; asymmetric catalysis; asymmetric hydrogenation; enamines; iridium; ENANTIOSELECTIVE HYDROGENATION; OXAZOLINE LIGANDS; IMINES; COMPLEXES; OLEFINS;

D O I：

10.1002/chem.200802576

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The application of cationic iridium catalysts with chiral oxazoline- or pyridine-based N,P ligands for the asymmetric hydrogenation of different unfunctionalized enamines was reported. N-methyl-N-phenyl- and N-methyl-N-benzly-(1-phynylvinly1)amine were hydrogenated using iridium complexes under 50 bar of H2 in CH2Cl2. It was observed that iridium complexes were active catalysts for the hydrogenation of enamines for full conversion with catalyst loading of 0.5-1 mol%. The study revealed that enantiomeric excesses depend on the substitution pattern at the C=C bond and the nitrogen atom. The cationic iridium complexes with chiral oxazoline- or pyridine-based N,P ligands were active catalysts for the asymmetric hydrogenation of enamines. The study concluded that iridium complexes with chiral N,P ligands can be used as catalysts for hydrogenation of enamines.

引用

页码：2266 / 2269

页数：4

共 24 条

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