A REGIOSPECIFIC SYNTHESIS OF UNSATURATED NUCLEOSIDES, CARBOHYDRATES AND OTHER OLEFINS

Article abstract of DOI:10.1016/S0040-4039(00)97480-X

Vicinal disubstituted nucleosides, carbohydrates and cyclohexane derivatives with a pair of radical leaving groups, such as chloro, bromo, phenoxythiocarbonyloxy, and imidazolylthiocarbonyloxy groups, have been successfully converted to the corresponding olefins in high yields (60-90 percent) without observed side products, by reaction with tri-n-butyltin hydride and azobisisobutyronitrile in an appropriate solvent.