57880-89-4Relevant academic research and scientific papers
Efficient access to conjugated dienones and diene-diones from propargylic alcohols and enolizable ketones: A tandem isomerization/condensation process catalyzed by the sixteen-electron allyl-ruthenium(II) complex [Ru(η3-2-C3H4Me)(CO)(dppf)] [SbF 6]
Cadierno, Victorio,Diez, Josefina,Garcia-Garrido, Sergio E.,Gimeno, Jose,Nebra, Noel
, p. 2125 - 2132 (2006)
A large variety of conjugated dienones R1R2C=CHCH= C(R3)C(=O)R4 and diene-diones R1R 2C=CHCH=C{C(=O)R3}C(=O)R4 have been synthesized in high yields by reacting terminal propargylic alcohols HO=CCR 1R2COH) with enolizable ketones R3CH 2C(=O)R4 and β-dicarbonyl compounds R 3C(=O)CH2C(=O)R4, respectively. The process, which is catalyzed by the 16e- (η3-allyl)- ruthenium(II) complex [Ru(η3-2-C3H4Me)(CO) (dppf)] [SbF6] associated with CF3CO2H, involves the initial isomerization of the propargylic alcohol into the corresponding α,β-unsaturated aldehyde R1R 2C=CHCHO (Meyer-Schuster rearrangement) and subsequent aldol-type condensation.
