754232-02-5Relevant academic research and scientific papers
Enantioselective synthesis of tunable chiral pyridine-aminophosphine ligands and their applications in asymmetric hydrogenation
Liu, Youran,Chen, Fei,He, Yan-Mei,Li, Chenghao,Fan, Qing-Hua
supporting information, p. 5099 - 5105 (2019/05/29)
A small library of tunable chiral pyridine-aminophosphine ligands were enantioselectively synthesized based on chiral 2-(pyridin-2-yl)-substituted 1,2,3,4-tetrahydroquinoline scaffolds, which were obtained in high yields and with excellent enantioselectivities via ruthenium-catalyzed asymmetric hydrogenation of 2-(pyridin-2-yl)quinolines. The protocol features a wide substrate scope and mild reaction conditions, enabling scalable synthesis. These chiral P,N ligands were successfully applied in the Ir-catalyzed asymmetric hydrogenation of benchmark olefins and challenging seven-membered cyclic imines including benzazepines and benzodiazepines. Excellent enantio- and diastereoselectivity (up to 99% ee and >20:1 dr), and/or unprecedented chemoselectivity were obtained in the asymmetric hydrogenation of 2,4-diaryl-3H-benzo[b]azepines and 2,4-diaryl-3H-benzo[b][1,4]diazepines.
Asymmetric hydrogenation of 2,4-disubstituted 1,5-benzodiazepines using cationic ruthenium diamine catalysts: An unusual achiral counteranion induced reversal of enantioselectivity
Ding, Zi-Yuan,Chen, Fei,Qin, Jie,He, Yan-Mei,Fan, Qing-Hua
supporting information; experimental part, p. 5706 - 5710 (2012/07/14)
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). E
