Highly efficient conjugate reduction of α,β-unsaturated nitriles catalyzed by copper/xanthene-type bisphosphine complexes
- 7 February 2005
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 13,p. 1755-1757
- https://doi.org/10.1039/b418586b
Abstract
α,β-Unsaturated nitriles are chemoselectively reduced to the corresponding saturated nitriles in high yields using a copper-DPEphos or Xantphos complex as catalyst in the presence of polymethylhydrosiloxane (PMHS) as the stoichiometric reducing agent and t-butanol as additive.Keywords
This publication has 22 references indexed in Scilit:
- Asymmetric Hydrosilylation of Aryl Ketones Catalyzed by Copper Hydride Complexed by Nonracemic Biphenyl Bis-phosphine LigandsJournal of the American Chemical Society, 2003
- Direct Zn–diamine promoted reduction of CO and CN bonds by polymethylhydrosiloxane in methanolChemical Communications, 2002
- Synthesis of β-Alkyl Cyclopentanones in High Enantiomeric Excess via Copper-Catalyzed Asymmetric Conjugate ReductionJournal of the American Chemical Society, 2000
- Asymmetric Conjugate Reduction of α,β-Unsaturated Esters Using a Chiral Phosphine−Copper CatalystJournal of the American Chemical Society, 1999
- Titanocene-Catalyzed Asymmetric Ketone Hydrosilylation: The Effect of Catalyst Activation Protocol and Additives on the Reaction Rate and EnantioselectivityJournal of the American Chemical Society, 1999
- Silicon hydrides and molybdenum(0) catalyst: a novel approach for conjugate reduction of .alpha.,.beta.-unsaturated carbonyl compoundsThe Journal of Organic Chemistry, 1987
- Highly chemoselective palladium-catalyzed conjugate reduction of .alpha.,.beta.-unsaturated carbonyl compounds with silicon hydrides and zinc chloride cocatalystJournal of the American Chemical Society, 1986
- Synthetic and mechanistic studies of the reduction of .alpha.,.beta.-unsaturated carbonyl compounds by the binuclear cluster, sodium hydrogen octacarbonyldiferrateJournal of the American Chemical Society, 1978
- Chemistry of Alkali Metal Carbonylchromates. A New Method for the Selective Reduction of α,β-Unsaturated Carbonyl CompoundsSynthesis, 1976
- Reagent for the .alpha.,.beta. reduction of conjugated nitrilesThe Journal of Organic Chemistry, 1975