Asymmetric Hydrogenation of Cyclic Imines of Benzoazepines and Benzodiazepines with Chiral, Cationic Ruthenium-Diamine Catalysts

被引：24
作者：
Yang, Zhusheng [1 ,2 ,3 ]
Ding, Ziyuan [2 ,3 ]
Chen, Fei [2 ,3 ]
He, Yan-Mei [2 ,3 ]
Yang, Nianfa [1 ]
Fan, Qing-Hua [2 ,3 ]
机构：
[1] Xiangtan Univ, Key Lab Environm Friendly Chem, Minist Educ, Coll Chem, Xiangtan 411105, Hunan, Peoples R China
[2] Chinese Acad Sci, CAS Key Lab Mol Recognit & Funct, CAS Res Educ Ctr Excellence Mol Sci, Inst Chem, Beijing 100190, Peoples R China
[3] Univ Chinese Acad Sci, Beijing 100190, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 14期
基金：
中国国家自然科学基金;
关键词：
Asymmetric catalysis; Hydrogenation; Nitrogen heterocycles; N ligands; Ruthenium; HIGHLY ENANTIOSELECTIVE SYNTHESIS; RU-MSDPEN CATALYSTS; REDUCTIVE AMINATION; ACYCLIC IMINES; BRONSTED ACID; 1,5-BENZODIAZEPINES; INHIBITORS; DERIVATIVES; ANTAGONISTS; POLYMERASE;
D O I：
10.1002/ejoc.201700236
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A method for the highly enantioselective hydrogenation of diverse seven-membered N-containing heterocycles, including 2,4-diaryl-3H-benzo[b]azepines, racemic 2,2,4-trisubstituted 2,3-dihydrobenzo[b][1,4]diazepines, and 4-substituted 1H-benzo[b][1,4]diazepin-2(3H)-ones by using chiral, cationic ruthenium-diamine catalysts was developed. Reversal of enantio-selectivity was observed for all of these substrates simply by changing the achiral counteranion of the catalyst. This method thus provided facile access to both enantiomers of these optically pure seven-membered heterocycles.
引用
收藏
页码：1973 / 1977
页数：5
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