New reactions for use in natural products chemistry

Abstract

Radicals, generated from isopropylidene uronic esters of N- hydroxy-2-thiopyridone, add readily to electron-poor alkenes in a stereospecific fashion, leading to functionalised chain-elongated furanosides and D-ribo-nucleosides through carbon-4 (Table 1). The directive effect of the ketal group in controlling the newly created chira1ity is noteworthy. © 1988 IUPAC