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

被引：115

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

页码：5706 / 5710

页数：5

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