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• W2099121569 startingPage "2113" @default.
• W2099121569 abstract "Lewis-y histo-blood group oligosaccharides are tumour-associated antigens prevalent in several different types of cancer, and they may also be secondary ligands for bacterial toxins from Escherichia coli and Vibrio cholerae. The key step in the synthesis of these sterically congested oligosaccharides involves difucosylation of partially protected lactosamine derivatives. Existing methods require either prolonged reaction times or elaborate glycosyl donors to ensure high stereoselectivity. Herein we report an optimised procedure for using a simple thioglycoside donor that leads to the desired products in high yield and excellent stereoselectivity. It is found that initial glycosylation of the 3′-hydroxy group of lactosamine derivatives in dichloromethane solution can inhibit subsequent glycosylation at the 2-position; however, reaction in toluene solution leads to Lewis-y oligosaccharides in high yield." @default.
• W2099121569 created "2016-06-24" @default.
• W2099121569 creator A5031384014 @default.
• W2099121569 creator A5063640449 @default.
• W2099121569 date "2011-10-01" @default.
• W2099121569 modified "2023-10-17" @default.
• W2099121569 title "Studies on the synthesis of Lewis-y oligosaccharides" @default.
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• W2099121569 doi "https://doi.org/10.1016/j.carres.2011.07.002" @default.
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