Highly Stereoselective Total Synthesis of β-Ribofuranosylmalonate

Article abstract of DOI:10.1021/jo00258a013

β-Ribofuranosylmalonates, prospective synthons for a variety of C-nucleosides, have been synthesized stereoselectively through the high-pressure Diels-Alder reaction of furan with dialkyl (acetoxymethylene)malonate, followed by reductive retrograde aldol C-C bond fission of the diol derived from the adduct.