An alternative route for the construction of carbosilane dendrimers uniformly functionalized with lactose or sialyllactose moieties

A new approach for the formation of an acetylthio linkage on aglycon by means of a radical addition of thioacetic acid into the CC double bond of the aglycon was examined. An introduction of a carbohydrate moiety into carbosilane dendrimers was demonstrated using a one-pot coupling reaction in MeOH–DMF in the presence of NaOMe via removal of an acetyl group of the acetylthio linkage in the saccharide moieties, producing a thiolate anion and a nucleophilic replacement of the thiolate to dendric alkyl bromide to form carbosilane dendrimers uniformly bearing lactose or sialyllactose moieties through thioether linkages in high yields.