Phenylsulfenyl D-Ribofuranosides as Efficient Ribosyl Donors: Application to the Synthesis of -(Deoxy)Nucleosides

Article abstract of DOI:10.1016/S0040-4039(00)79089-7

Readily available phenylsulfenyl 2,3,5-tri-O-benzoyl-β-D-ribofuranoside glycosylates silylated nucleobases in a fast, high-yielding and stereoselective reaction promoted by trimethylsilyl trifluoromethanesulfonate.The method has been applied to the synthesis of <1'-(13)C> labelled nucleosides further transformed to building blocks ready for oligodeoxynucleotide construction. Key words: anomeric sulfoxides; silylated nucleobases; <1'-(13)C>nucleosides; 2'-deoxynucleosides.