24 research outputs found

    Glycosylation reaction using anomeric selenoxides

    No full text
    Oxidation of anomeric selenides, obtained from the radical azido phenylselenenylation of glycals, generates in situ extremely reactive glycosyl donors. When a 2-azido-2-deoxy-1-phenylselenomannoside is treated at a low temperature with perfluoro-cis-2,3-dialkyloxaziridine in the presence of a glycosyl acceptor, a (1-6)-ÎČ-linked mannopyranoside is obtained free from its α-isomer. 2-Phenyl-4,5-(3,4,6,-tri-O-methyl-1,2-di-deoxy-ÎČ-D-mannopyrano)-[2,1-d]-2-o xazoline, is isolated when 2-benzamido-2-deoxy-1-phenylselenomannoside is allowed to react with m-CPBA in dichloromethane
    corecore