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Catalytic asymmetric synthesis of N-substituted tetrahydroquinoxalines via regioselective Heyns rearrangement and stereoselective transfer hydrogenation in one pot.

ABSTRACT: N-Substituted tetrahydroquinoxalines (37 examples) were step-economically obtained in good yield (<97%) and ee (<99%) with readily available substrates. The reaction proceeds through an interesting regioselective Heyns rearrangement/enantioselective transfer hydrogenation in one pot. The substrate scope and the reaction mechanism were systematically investigated.

SUBMITTER: Huang J

PROVIDER: S-EPMC8179646 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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Catalytic asymmetric synthesis of N-substituted tetrahydroquinoxalines via regioselective Heyns rearrangement and stereoselective transfer hydrogenation in one pot.

Huang Jin J Li Guang-Xun GX Yang Gao-Feng GF Fu Ding-Qiang DQ Nie Xiao-Kang XK Cui Xin X Zhao Jin-Zhong JZ Tang Zhuo Z

Chemical science 20210219 13

N-Substituted tetrahydroquinoxalines (37 examples) were step-economically obtained in good yield (<97%) and ee (<99%) with readily available substrates. The reaction proceeds through an interesting regioselective Heyns rearrangement/enantioselective transfer hydrogenation in one pot. The substrate scope and the reaction mechanism were systematically investigated. ...[more]

PMID: 34168757

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