Abstract
An expeditious sialylation reaction with phenylthioglycoside 4 as a sialyl donor and MeSOTf as a promoter was developed. These conditions are very useful for synthesizing ganglioside GM3 (1), its C8‐ceramide analog 2, and 3‐deoxy analog 3 of 2 in an efficient manner. The GM3 analog 2, whose hydrophilicity is increased by shortening the ceramide moiety, exhibits increased growth inhibiton of KB cells. The 3‐hydoxy group of ceramide does not influence its activity against KB cells.
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