Palladium-catalyzed hydroarylation of 1,3-dienes with boronic esters via reductive formation of pi-allyl palladium intermediates under oxidative conditions

J Am Chem Soc. 2010 Aug 4;132(30):10209-11. doi: 10.1021/ja105010t.

Abstract

A palladium-catalyzed reductive cross-coupling of 1,3-dienes with boronic esters in which a pi-allyl Pd species is generated directly from a 1,3-diene via a Pd-catalyzed aerobic alcohol oxidation is reported. Both the scope of the process and the origin of a highly selective 1,2-addition are discussed.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzene Derivatives / chemistry*
  • Boron Compounds / chemistry*
  • Catalysis
  • Esters / chemistry
  • Oxidation-Reduction
  • Palladium / chemistry*
  • Polyenes / chemistry*

Substances

  • Benzene Derivatives
  • Boron Compounds
  • Esters
  • Polyenes
  • Palladium