Copper-Catalyzed Silylcupration of Activated Alkynes

  • Sébastien Vercruysse
    Institute of Condensed Matter and Nanosciences, Molecules, Solids and Reactivity (IMCN/MOST), Université Catholique de Louvain
  • Kévin Jouvin
    Institut Lavoisier de Versailles, UMR CNRS 8180, Université de Versailles Saint-Quentin-en-Yvelines
  • Olivier Riant
    Institute of Condensed Matter and Nanosciences, Molecules, Solids and Reactivity (IMCN/MOST), Université Catholique de Louvain
  • Gwilherm Evano
    Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université libre de Bruxelles (ULB)

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説明

<jats:p>A highly efficient catalytic silylcupration of activated alkynes is reported. Upon reaction with silylboronates and methanol in THF at room temperature in the presence of copper(I) fluoride tris(triphenylphosphine), a range of ynamides and propiolates were found to undergo a smooth silylcupration. This reaction, which tolerates various functional groups, affords a straightforward and efficient entry to the corresponding β-silylenamides and -acrylates, which were formed with high levels of regio- and stereoselectivities.</jats:p>

収録刊行物

  • Synthesis

    Synthesis 48 (19), 3373-3381, 2016-08-08

    Georg Thieme Verlag KG

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