Synthesis of β-Silyl-α-amino Acid Derivatives by Cu-Catalyzed Regio- and Enantioselective Silylamination of α,β-Unsaturated Esters

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Kobayashi T., Nishino S., Miura M., et al. Synthesis of β-Silyl-α-amino Acid Derivatives by Cu-Catalyzed Regio- and Enantioselective Silylamination of α,β-Unsaturated Esters. Organic Letters. 24(6), 1418-1422, (2022), 18 February 2022; © 2022 American Chemical Society. https://doi.org/10.1021/acs.orglett.2c00309.

A copper-catalyzed silylamination of α,β-unsaturated esters with silylboranes and hydroxylamines has been developed to afford the corresponding β-silyl-α-amino acid derivatives, which are of great interest in medicinal and pharmaceutical chemistry. Additionally, by using a suitable chiral bisphosphine ligand, the asymmetric induction is possible, delivering the optically active β-silyl-α-amino acids with synthetically acceptable diastereomeric ratios (55:45-82:18 dr) and high enantiomeric ratios (81:19-99:1 er).

収録刊行物

  • Organic Letters

    Organic Letters 24 (6), 1418-1422, 2022-02-18

    American Chemical Society

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