Stereocontrolled synthesis of O- and C-furanosides through 1,4- iodocyclisation of D-galactal

Article abstract of DOI:10.1016/S0040-4020(99)00480-9

Iodocyclisation of 6-O-protected-D-galactal, followed by radical reduction, gives [2.2.1] bicyclic acetals which are regioselectively opened by various nucleophiles (alcohols, allyltrimethylsilane, triphenylphosphine) to give furanosyl compounds.