Enantioselective Aza-Henry Reaction with Acyclic Guanidine-Thiourea Bifunctional Organocatalyst

Authors

  • Keisuke Takada,

    1. Department of Biotechnology and Life Science; Graduate School of Engineering; Tokyo University of Agriculture and Technology (TUAT), 2-24-16 Naka-cho, Koganei, Tokyo 184-8588, Japan, Fax: (+81)-42-388-7295
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  • Kazuo Nagasawa

    1. Department of Biotechnology and Life Science; Graduate School of Engineering; Tokyo University of Agriculture and Technology (TUAT), 2-24-16 Naka-cho, Koganei, Tokyo 184-8588, Japan, Fax: (+81)-42-388-7295
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Abstract

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A highly enantioselective aza-Henry reaction of imines with nitromethane was achieved with a reactive guanidine-thiourea bifunctional organocatalyst affording β-nitroamines with high enantioselectivity (up to 96% ee). The diastereo- and enantioselective version of this reaction with nitroalkanes also proceeded selectively (up to 99:1 dr with 99% ee).

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