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• W2092452942 abstract "2-Azido-4-benzylamino-4-N-,3-O-carbonyl-2,4,6-trideoxy-d-galactopyranosyl trichloroacetimidate (14) was conveniently prepared in six steps by regioselective introduction of an N-benzyl carbamate at O-3 of 6-deoxy-d-glucal 6, followed by mesylation at O-4. Intramolecular displacement of the leaving group afforded oxazolidinone 11. Azidonitration of the bicyclic glycal 11 gave the glycosyl nitrate anomers 12 in good yield and stereoselectivity. Hydrolysis of the anomeric nitrates under aqueous conditions gave the pyranose 13, which was easily converted into the imidate 14. Glycosylation of cyclohexanol by 14 gave glycosides 16α and 16β in a ratio of 4:1." @default.
• W2092452942 created "2016-06-24" @default.
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• W2092452942 date "2010-11-01" @default.
• W2092452942 modified "2023-09-27" @default.
• W2092452942 title "A novel glycosyl donor for synthesis of 2-acetamido-4-amino-2,4,6-trideoxy-α-d-galactopyranosides" @default.
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• W2092452942 doi "https://doi.org/10.1016/j.carres.2010.08.017" @default.
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