Stereoselective synthesis of triarylethylenes via copper-palladium catalyzed decarboxylative cross-coupling: synthesis of (Z)-tamoxifen

Chem Commun (Camb). 2014 Aug 18;50(64):8982-4. doi: 10.1039/c4cc03752a.

Abstract

The first Cu/Pd-catalyzed decarboxylative cross-coupling of 3,3-diarylacrylic acids with aryl bromides is described. Triarylethylenes were obtained in high yields with excellent stereoselectivities. This methodology was successfully applied to the stereoselective synthesis of (Z)-tamoxifen.

MeSH terms

  • Acrylates / chemistry
  • Bromides / chemistry
  • Catalysis
  • Copper / chemistry*
  • Ethylenes / chemical synthesis*
  • Palladium / chemistry*
  • Stereoisomerism
  • Tamoxifen / chemical synthesis*

Substances

  • Acrylates
  • Bromides
  • Ethylenes
  • Tamoxifen
  • Palladium
  • Copper
  • acrylic acid