1068465-05-3Relevant articles and documents
Ruthenium-catalyzed stereoselective anti-markovnikov-addition of thioamides to alkynes
Goossen, Lukas J.,Blanchot, Mathieu,Salih, Kifah S. M.,Karch, Ralf,Rivas-Nass, Andreas
supporting information; experimental part, p. 4497 - 4499 (2009/05/13)
(Chemical Equation Presented) A catalyst system generated in situ from bis(2-methallyl)-cycloocta-1,5-diene-ruthenium(ll) and a phosphine was found to efficiently catalyze the addition of thioamides to terminal alkynes with exclusive formation of the anti-Markovnikov thioenamide products. The stereoselectivity of the addition is usually high and controlled by the choice of the phosphine ligand, whereas the (E)-isomers are predominantly formed in the presence of tri(n-octyl)phosphine, the use of bis(dicyclohexylphosphino)methane preferentially leads to the formation of the (Z)-configured thioenamides.