Stereospecificity in the synthesis of C-5 modified nucleosides using radical chemistry: furanosidic chain-lengthening through C-4
Abstract
Radicals, generated from isopropylidene uronic esters of 2-thiopyridone, add readily to electron-poor alkenes in a stereospecific fashion, leading to functionalised chain-elongated furanosides and D-ribonucleosides through carbon-4; the acetal group has a directive effect in controlling chirality.