Get access

Helicenes with Embedded Phosphole Units in Enantioselective Gold Catalysis

Authors

  • Keihann Yavari,

    1. Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Centre de Recherche de Gif, 91198 Gif-sur-Yvette (France)
    Search for more papers by this author
  • Paul Aillard,

    1. Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Centre de Recherche de Gif, 91198 Gif-sur-Yvette (France)
    Search for more papers by this author
  • Yang Zhang,

    1. Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Centre de Recherche de Gif, 91198 Gif-sur-Yvette (France)
    Search for more papers by this author
  • Dr. Frédérick Nuter,

    1. Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Centre de Recherche de Gif, 91198 Gif-sur-Yvette (France)
    Search for more papers by this author
  • Dr. Pascal Retailleau,

    1. Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Centre de Recherche de Gif, 91198 Gif-sur-Yvette (France)
    Search for more papers by this author
  • Dr. Arnaud Voituriez,

    Corresponding author
    1. Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Centre de Recherche de Gif, 91198 Gif-sur-Yvette (France)
    • Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Centre de Recherche de Gif, 91198 Gif-sur-Yvette (France)

    Search for more papers by this author
  • Dr. Angela Marinetti

    Corresponding author
    1. Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Centre de Recherche de Gif, 91198 Gif-sur-Yvette (France)
    • Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Centre de Recherche de Gif, 91198 Gif-sur-Yvette (France)

    Search for more papers by this author

  • The authors thank the Institut de Chimie des Substances Naturelles, the China Scholarship Council, and the University of Paris Sud for grants to K.Y., Y.Z., and P.A.

Abstract

This paper discloses the first uses of phosphahelicenes as chiral ligands in transition-metal catalysis. Unlike all known helical phosphines used so far in catalysis, the phosphorus function of phosphahelicenes is embedded in the helical structure itself. This crucial structural feature originates unprecedented catalytic behaviors and efficiency. An appropriate design and fine tuning allowed both high catalytic activity and good enantiomeric excesses to be attained in the gold promoted cycloisomerizations of N-tethered 1,6-enynes and dien-ynes.

Get access to the full text of this article

Ancillary