Chemoselective transfer hydrogenation of α,β-unsaturated ketones catalyzed by pincer-Pd complexes using alcohol as a hydrogen source

Org Lett. 2013 Jul 19;15(14):3690-3. doi: 10.1021/ol401560q. Epub 2013 Jun 26.

Abstract

A pincer-Pd complex was utilized in the chemoselective transfer hydrogenation of α,β-unsaturated ketones using n-BuOH as a hydrogen source and solvent. Good to excellent yields were obtained for various substrates even with reducible groups. Based on deuterium-labeling experiments, the reaction mechanism is proposed to occur via a pincer-Pd-hydride intermediate.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols
  • Catalysis
  • Deuterium / chemistry
  • Hydrogen / chemistry*
  • Hydrogenation
  • Ketones / chemistry*
  • Molecular Structure
  • Palladium / chemistry*
  • Stereoisomerism

Substances

  • Alcohols
  • Ketones
  • Palladium
  • Hydrogen
  • Deuterium