4.8 Article

Enantioselective Synthesis of Chiral Cyclic Hydrazines by Ni-Catalyzed Asymmetric Hydrogenation

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ORGANIC LETTERS
卷 25, 期 20, 页码 3644-3648

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c01009

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An efficient Ni-(S,S)-Ph-BPE complex has been developed for the asymmetric hydrogenation of cyclic N-acyl hydrazones, leading to the formation of various chiral cyclic hydrazines with high yields and enantioselectivities of over 99%. The hydrogenation reaction can proceed smoothly on a gram scale with low catalyst loading (S/C = 3000) without a decrease in enantioselectivity, and it can be applied to the asymmetric synthesis of a RIP-1 kinase inhibitor.
Anefficient Ni-(S,S)-Ph-BPEcomplex that catalyzed asymmetric hydrogenation of cyclic N-acyl hydrazones has been developed to produce variouschiral cyclic hydrazines in high yields with excellent enantioselectivitiesof up to >99% enantiomeric excess. Moreover, the hydrogenationcannot only proceed smoothly on a gram scale under lower catalyst loading(S/C = 3000) without any decrease of enantioselectivity but can alsobe applied to the asymmetric synthesis of a RIP-1 kinase inhibitor.

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