Palladium-mediated phosphine-dependent chemoselective bisallylic alkylation leading to spirocarbocycles

Angew Chem Int Ed Engl. 2012 Aug 20;51(34):8648-51. doi: 10.1002/anie.201204629. Epub 2012 Jul 24.

Abstract

Cycles everywhere: The selectivity in the transformations of 1,3-diones to carbocycles by palladium-catalyzed bisallylic alkylations is strongly dependent on the phosphine that is employed. Moreover, synthesized vinylcyclopentenes can be easily transformed into cycloheptadiene derivatives through a carbon-carbon allylic bond cleavage.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylation
  • Catalysis
  • Cyclization
  • Molecular Structure
  • Palladium / chemistry*
  • Phosphines / chemistry*
  • Spiro Compounds / chemical synthesis*
  • Spiro Compounds / chemistry
  • Stereoisomerism

Substances

  • Phosphines
  • Spiro Compounds
  • Palladium
  • phosphine