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Abstract
The glycosidations of glucopyranosyl fluoride and alcohols using an ionic liquid containing a protic acid effectively proceeded under mild conditions to afford the corresponding glycosides in good to high yields. The stereoselectivity of the glycosidation was significantly affected by the ionic liquid solvent. 1- n-Hexyl-3-methylimidazolium trifluoromethanesulfonate (C 6mim[OTf]), containing a trifluoromethanesulfonate anion, and 1-(3-cyanopropyl)-3-methylimidazolium trifluoromethanesulfonimidide (CNC 3mim[NTf 2]), possessing a cyano group at the side chain of the imidazolium cation, gave the β-stereoselectivity.
Published Version
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