Synthesis of the Monodeoxy Neoglycolipid Analogues of Globotrioside; Development of Some New Methods in Carbohydrate Chemistry.
1. All monodeoxy TMSEt globotriosides (GbO3) and double-chain bis-sulfone GbO3-lipids were synthesised. The alpha-glycosylation with deoxygenated glycosyl donors (fluoride, ethylthio- and thiopyridin-2-yl-) was investigated in the syntheses of the TMSEt 2"-, 3",- 4"- and 6"-deoxy GbO3, and activation of the thiopyridin-2-yl-glycosides with AgOTf gave the best yield and selectivity. Glycosylation w