Vorbrüggen Glycosylation

Abstract The Vorbruggen glycosylation is the extension of the Hilbert–Johnson reaction for the preparation of N ‐glycosides by the treatment of a mixture of the peracylated sugar and silylated heterocyclic base with a Lewis acid. The Vorbrüggen glycosylation is usually carried out in MeCN or dichloroethane in the presence of a Lewis acid. It has been found that sugar peracetates react more readily than the corresponding benzoylated sugar donors. This reaction has been modified to a better workup process when SnCl 4 is used as the promoter. This reaction has been broadly applied in the preparation of nucleosides and nucleotides.