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Acetylene as a Dicarbene Equivalent for Gold(I) Catalysis: Total Synthesis of Waitziacuminone in One Step

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  • معلومة اضافية
    • Contributors:
      Universitat Rovira i Virgili
    • الموضوع:
      2020
    • Collection:
      Universitat Rovira i Virgili: Repositori institucional URV
    • الموضوع:
    • نبذة مختصرة :
      The gold(I)-catalyzed reaction of acetylene gas with alkenes leads to (Z,Z)-1,4-disubstituted 1,3-butadienes and biscyclopropanes depending on the donor ligand on gold(I). Acetylene was generated in situ from calcium carbide and water in a user-friendly procedure. Reaction of acetylene with 1,5-dienes gives rise stereoselectively to tricyclo[5.1.0.0(2,4)]octanes. This novel double cyclopropanation has been applied to the one step total synthesis of the natural product waitziacuminone from acetylene and geranyl acetone.
    • Relation:
      http://hdl.handle.net/20.500.11797/imarina6069429
    • الدخول الالكتروني :
      https://hdl.handle.net/20.500.11797/imarina6069429
    • Rights:
      openAccess
    • الرقم المعرف:
      edsbas.C6619F75