Concise synthesis of a tetra- and a trisaccharide related to the repeating unit of the O-antigen from Providencia rustigianii O34 in the form of their p-methoxyphenyl glycosides

Abstract

Concise synthesis of a tetra- and a trisaccharide related to the repeating unit of the O-antigen from Providencia rustigianii O34 is reported. Synthesis of the target oligosaccharides was achieved by rational protecting group manipulations on the commercially available monosaccharides followed by stereoselective glycosylations, using H2SO4-silica for trichloroacetimidate activation and in conjunction with N-iodosuccinimide for thioglycoside activation.