Palladium chloride mediated rearrangement of 6-deoxyhex-5-enopyranosides into cyclohexanones

Article abstract of DOI:10.1016/0040-4039(95)02223-6

PdCl₂ was found to mediate the Ferrier rearrangement of broad range of substrates catalytically in neutral conditions. In this reaction, the stereoselectivity of newly formed chiral center was controlled by the hydroxyl protective groups on the starting sugar moiety and was rationally explained by the consideration of chair like conformations.