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Selective Diethylzinc Reduction of Imines in the Presence of Ketones Catalyzed by Ni(acac)2

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journal contribution
posted on 05.01.2006, 00:00 by Xue Xiao, Haowei Wang, Zhiyan Huang, Jun Yang, Xiaoxia Bian, Yong Qin
A selective reduction method of an electronically deficient imine in the presence of ketone was developed by employing Et2Zn and 5 mol % of Ni(acac)2. The method was applied in the reduction of SS-tert-butanesulfinyl ketimines 1 to afford amines 2 in 23−92% yields and 73:27 to 98:2 diastereoselectivities. A plausible mechanism was proposed on the basis of an NMR study.