Synthesis of (+)-sucrose via β-d-psicofuranosylation

Article abstract of DOI:10.1016/j.tetasy.2008.09.008

Despite the difficulty of direct β-furanosylation with d-fructose, the synthesis of β-d-fructofuranosyl α-d-glucopyranoside, (+)-sucrose 1, has been achieved stepwise, via β-selective d-psicofuranosylation followed by stereo inversion of a hydroxy group at the C-3 position on the furanose ring. d-Psicofuranosyl donor 10 was prepared in eight steps from d-ribose monoacetonide 3 in excellent yield.