Dynamic kinetic asymmetric transfer hydrogenation of racemic 2, 4-diaryl-2, 3-dihydrobenzo [b][1, 4] diazepines catalyzed by chiral phosphoric acids

ZY Han, H Xiao, LZ Gong

Index: Han, Zhi-Yong; Xiao, Han; Gong, Liu-Zhu Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 14 p. 3729 - 3732

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Citation Number: 34

Abstract

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.