| Abstract
| - The total synthesis of the methyl glycoside of GM1 (1b) has been accomplished. The key step in thesynthesis involves the sulfonamidoglycosidation reaction, which is used to create a β-linkage leadingto a GalNAc residue joined to the C4 hydroxyl group of a galactose unit of a C3 sialylated lactosylmoiety. The “proximal hydroxyl” directing effect, which has been postulated before, manifests inthis context as well leading to the preponderant formation of the β-glycoside. Together with asialoGM1 and other substructures, the GM1 methyl glycoside has been submitted for biological assaysas potential ligands for bacterial and viral infection sites.
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