Chemical synthesis of the tetrasaccharide repeating unit of the O-antigenic polysaccharide from Plesiomonas shigelloides strain AM36565

摘要

Chemical synthesis of the tetrasaccharide repeating unit of the O-antigenic polysaccharide from Plesiomonas shigelloides strain AM36565 is reported. Glycosylations between suitably protected monosaccharide synthons were achieved by the activation of thioglycosides in the presence of H_2SO_4-silica in conjunction with N-iodosuccinimide. The glycosylations accomplished were highly stereoselective and afforded the desired products in good to excellent yields.