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Issue 14, 1999
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Enantioselective synthesis of optically active homoallylamines by nucleophilic addition of chirally modified allylboranes to N-silylimines

Abstract

Enantioselectivity in the allylboration of N-silylimines with a variety of chirally modified allylboron reagents has been examined. Optically active N-sulfonylamino alcohols (16, 17 and 19) derived from D-camphor and norephedrine were found to be efficient chiral ligands for the allylboration reagent. These reagents smoothly reacted with N-silylimines to give the corresponding homoallylic amines in a high level of enantioselectivity up to 96% ee.

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Article type: Paper
DOI: 10.1039/A902635E
Citation: J. Chem. Soc., Perkin Trans. 1, 1999,0, 2011-2016
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    Enantioselective synthesis of optically active homoallylamines by nucleophilic addition of chirally modified allylboranes to N-silylimines

    S. Itsuno, K. Watanabe, T. Matsumoto, S. Kuroda, A. Yokoi and A. El-Shehawy, J. Chem. Soc., Perkin Trans. 1, 1999, 0, 2011
    DOI: 10.1039/A902635E

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