Dynamic kinetic asymmetric transfer hydrogenation of racemic 2,4-diaryl-2,3-dihydrobenzo[b][1,4]diazepines catalyzed by chiral phosphoric acids.
Dynamic kinetic Transfer hydrogenation reaction of 2-methyl-2,4-diaryl-2,3-dihydrobenzo[b][1,4]diazepines, using phosphoric acids as catalysts and Hantzsch ester as hydride source, has been studied. A 3,3'-H8-binol derived phosphoric acid has been identified the optimal chiral catalyst for this transformation, affording 1,3-diamine derivatives with up to 8/1 dr, 86% ee and 94% ee for the major and minor diastereomers, respectively.
Han
Zhi-Yong
ZY
Hefei National Laboratory for Physical Sciences at the Microscale, Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
Xiao
Han
H
Gong
Liu-Zhu
LZ
D001381:Azepines / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D003959:Diamines / Q000737:chemistry; D006865:Hydrogenation; D007697:Kinesics; D008968:Molecular Conformation; D010756:Phosphoric Acids / Q000737:chemistry*; D013237:Stereoisomerism
D001381:Azepines; D003959:Diamines; D010756:Phosphoric Acids