Asymmetric Hydrogenation of 2,4-Disubstituted 1,5-Benzodiazepines Using Cationic Ruthenium Diamine Catalysts: An Unusual Achiral Counteranion Induced Reversal of Enantioselectivity

被引：114
作者：
Ding, Zi-Yuan [1 ,2 ]
Chen, Fei [1 ,2 ]
Qin, Jie [1 ,2 ]
He, Yan-Mei [1 ,2 ]
Fan, Qing-Hua [1 ,2 ]
机构：
[1] Chinese Acad Sci, Beijing Natl Lab Mol Sci, CAS Key Lab Mol Recognit & Funct, Inst Chem, Beijing 100190, Peoples R China
[2] Chinese Acad Sci, Grad Sch, Beijing 100190, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 23期
基金：
中国国家自然科学基金;
关键词：
1,5-benzodiazepine; asymmetric catalysis; diamine ligands; hydrogenation; ruthenium; C(2)-SYMMETRIC COPPER(II) COMPLEXES; CHIRAL LEWIS-ACIDS; RECEPTOR ANTAGONISTS; CARBONYL-COMPOUNDS; ALDOL ADDITIONS; LIGANDS; IMINES; ENOLSILANES; ENANTIOMERS; POLYMERASE;
D O I：
10.1002/anie.201200309
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
BArFing it out the other way: A highly enantioselective hydrogenation of 2,4-disubstituted 1,5-benzodiazepines using chiral cationic ruthenium diamine catalysts (R,R)-1 has been developed (see scheme; BArF=tetrakis(3,5- bistrifluoromethylphenyl)borate). Either enantiomer of 2,4-diaryl-2,3,4,5- tetrahydro-1H-benzodiazepine derivatives could be obtained by using the same enantiomer of ligand but in the presence of a different achiral counteranion. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：5706 / 5710
页数：5
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