Gold-catalyzed reactions of propargylic esters with vinylazides for the synthesis of Z- or E-configured buta-1,3-dien-2-yl esters

Chem Commun (Camb). 2015 Oct 28;51(84):15462-4. doi: 10.1039/c5cc05945c.

Abstract

Gold-catalyzed synthesis of buta-1,3-dien-2-yl esters by the reaction of propargyl esters with vinylazides is described; the reaction mechanism is postulated to involve a vinyl attack of vinylazides at alkenyl gold carbenes.

MeSH terms

  • Azides / chemistry*
  • Catalysis
  • Esters / chemical synthesis*
  • Esters / chemistry*
  • Gold / chemistry*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Azides
  • Esters
  • Gold