Synthesis of 2'-deoxynucleosides substituted in C-5'

Article abstract of DOI:10.1016/0040-4039(95)01645-X

Stereocontrolled lactonisation of γ,δ-epoxy β-hydroxyesters provides, after reduction, 2-deoxysugars in pyrano or furano form. After appropriate protection of the hydroxyl functions, these sugars can be converted to various 2'-deoxynucleosides with different configuration of the sugar moiety and an extra functionalisation at C-5.