Substitution of allylic acetates with sodium para-toluenesulfinate in aqueous media using allylpalladium chloride dimer and a water-soluble ligand as the catalytic system; electrospray ionisation mass spectrometry analysis

Abstract

The allylic substitution of allylic acetates by sodium para-toluenesulfinate in aqueous media was catalyzed by [(η3-allyl)PdCl]2 associated with [(HOCH2CH2NHCOCH2)2NCH2]2. High yields could be obtained but the recycling of the catalytic system proved to be weakly effective. ESI-MS analysis has led to the suggestion of a possible catalytic cycle involving a PdIV intermediate.