Cooperative Transition-Metal and Chiral Bronsted Acid Catalysis: Enantioselective Hydrogenation of Imines To Form Amines

被引：202
作者：
Zhou, Shaolin [1 ]
Fleischer, Steffen [1 ]
Junge, Kathrin [1 ]
Beller, Matthias [1 ]
机构：
[1] Univ Rostock, Leiden Inst Katalyse, D-18059 Rostock, Germany
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 22期
关键词：
asymmetric catalysis; hydrogenation; imines; iron; organocatalysis; ASYMMETRIC TRANSFER HYDROGENATION; REDUCTIVE AMINATION; IRON(II) COMPLEXES; HIGHLY EFFICIENT; ACYCLIC IMINES; HYDROSILYLATION; KETONES; LIGANDS; TITANOCENE; ESTERS;
D O I：
10.1002/anie.201100878
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Control with an iron hand: A broad range of ketimines underwent enantioselective hydrogenation in the presence of a chiral Brønsted catalyst and a well-defined nonchiral iron catalyst (see scheme). This procedure constitutes an attractive and environmentally favorable alternative to well-established asymmetric hydrogenation reactions with precious-metal catalysts. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：5120 / 5124
页数：5
相关论文
共 134 条
[1]   RuHCl(diphosphine)(diamine): Catalyst precursors for the stereoselective hydrogenation of ketones and imines [J].
Abdur-Rashid, K ;
Lough, AJ ;
Morris, RH .
ORGANOMETALLICS, 2001, 20 (06) :1047-1049
[2]   Pd-catalyzed asymmetric hydrogenation of α-fluorinated iminoesters in fluorinated alcohol:: A new and catalytic enantioselective synthesis of fluoro α-amino acid derivatives [J].
Abe, H ;
Amii, H ;
Uneyama, K .
ORGANIC LETTERS, 2001, 3 (03) :313-315
[3]   Chemo- and Stereoselective Iron-Catalyzed Hydrosilylation of Ketones [J].
Addis, Daniele ;
Shaikh, Nadim ;
Zhou, Shaolin ;
Das, Shoubhik ;
Junge, Kathrin ;
Beller, Matthius .
CHEMISTRY-AN ASIAN JOURNAL, 2010, 5 (07) :1687-1691
[4]   Recent progress in chiral Bronsted acid catalysis [J].
Akiyama, Takahiko ;
Itoh, Junji ;
Fuchibe, Kohei .
ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (09) :999-1010
[5]   An efficient biomimetic Fe-catalyzed epoxidation of olefins using hydrogen peroxide [J].
Anilkumar, Gopinathan ;
Bitterlich, Bianca ;
Gelalcha, Feyissa Gadissa ;
Tse, Man Kin ;
Beller, Matthias .
CHEMICAL COMMUNICATIONS, 2007, (03) :289-291
[6]  
[Anonymous], 2008, ANGEW CHEM, V120, P954, DOI DOI 10.1002/ANGE.200705115
[7]  
[Anonymous], 2010, ANGEW CHEM-GER EDIT
[8]  
[Anonymous], ANGEW CHEM
[9]  
[Anonymous], 1999, Angew. Chem
[10]  
[Anonymous], 2007, ADV SYNTH CATAL
12345678910