How O-Substitution of Sialyl Donors Affects Their Stereoselectivity

The profound effect of substituents at C-5 of glycosyl sialosides on their stereoselectivity is well-known although the exact nature of this effect is somewhat less understood. Presented herein is a comparative study of a range of novel sialyl donors with various O-substituents. It is demonstrated that O-substituents at C-4 and C-7 may also have a significant effect on the reactivity of sialyl donors and on the stereoselectivity of chemical sialylation

A Concise Synthesis of the Repeating Unit of Capsular Polysaccharide <i>Staphylococcus aureus</i> Type 8

The first synthesis of the repeating unit of <i>S. aureus</i> capsular polysaccharide type 8 is described. The repeating unit is an unusual trisaccharide sequence of three uncommon sugars, all connected via 1,2-<i>cis</i> linkages. The synthetic trisaccharide was equipped with capping methyl groups at the points of propagation of the polysaccharide sequence