Stereoselective synthesis of highly functionalised P-stereogenic nucleosides via palladium-catalysed P-C cross-coupling reactions

We have shown that the configuration at the P-stereogenic centre in a range of H-phosphonates can be assigned using a combination of chromotographic mobility, (1)H and (31)P NMR data. We have also shown that the individual P-stereoisomers can be cross-coupled with vinyl and aryl halides, in the presence of a palladium(D) Catalyst, to afford the corresponding vinyl- and arylphosphonates in a stereocontrolled manner. (C) 2008 Elsevier Ltd. All rights reserved.