DIRECT O-GLYCOSYL TRICHLOROACETIMIDATE FORMATION. NUCLEOPHILICITY OF THE ANOMERIC OXYGEN ATOM

Article abstract of DOI:10.1016/S0040-4039(01)80036-8

Tetra-O-benzylglucose 1 and trichloroacetonitrile afford in a base catalyzed, fast, and reversible reaction the β-O-glycosyl imidate 3-β, which is transformed slowly into the α-isomer 3-α.Both results, the reactivity differences of 2α,β and the stability