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Synthesis of chiral α-substituted α-amino acid and amine derivatives through Ni-catalyzed asymmetric hydrogenation

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Abstract

Highly efficient Ni-catalyzed asymmetric hydrogenation of cyclic N-sulfonyl ketimino esters was, for the first time, successfully developed, providing various chiral α-monosubstituted α-amino acid derivatives with excellent results (97–99% yields, 90 to >99% ee). Cyclic N-sulfonyl ketimines were also hydrogenated well to afford chiral amine derivatives with 98–99% yields and 97 to >99% ee. The gram-scale asymmetric hydrogenation was performed well with 85% yield and 99% ee using only 0.2 mol% catalyst.

Graphical abstract: Synthesis of chiral α-substituted α-amino acid and amine derivatives through Ni-catalyzed asymmetric hydrogenation

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Article information


Submitted
22 Feb 2020
Accepted
18 Mar 2020
First published
21 Mar 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Synthesis of chiral α-substituted α-amino acid and amine derivatives through Ni-catalyzed asymmetric hydrogenation

G. Liu, X. Zhang, H. Wang, H. Cong, X. Zhang and X. Dong, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC01220C

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