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Rh-Catalyzed One-Pot Sequential Asymmetric Hydrogenation of α‑Dehydroamino Ketones for the Synthesis of Chiral Cyclic trans-β-Amino Alcohols

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posted on 2016-03-08, 02:13 authored by Qiupeng Hu, Jianzhong Chen, Zhenfeng Zhang, Yangang Liu, Wanbin Zhang
Catalyzed by a rhodium complex of P-stereogenic diphosphine ligand (R)-2-tert-butylmethylphosphino-3-(di-tert-butylphosphino)­quinoxaline ((R)-3H-QuinoxP*), five-membered cyclic α-dehydroamino ketones bearing endocyclic vinyl and endocyclic keto-carbonyl groups were sequentially hydrogenated to give chiral cyclic trans-β-amino alcohols with two contiguous stereocenters in quantitative conversions, excellent enantioselectivities and good diastereoselectivities.

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