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Keywords:

  • chelation;
  • Morita–Baylis–Hillman adducts;
  • oxidative Heck arylation;
  • palladium

Abstract

An efficient synthesis of tetrasubstituted olefins was achieved via a palladium-catalyzed, chelation-assisted oxidative Heck arylation protocol from trisubstituted olefins bearing a tether with a directing group in a completely stereo- and regioselective manner. The stereo- and regioselectivity as well as excellent yields of tetrasubstituted olefins originated from the stabilization of a palladium intermediate by chelation between the palladium center and a directing group.