Commercially available 2,3,4,6-tetra-O-benzyl-D-glucopyranose, activated by trifluoroacetic anhydride reacts, in the presence of Lewis acids, with various silyl enol ethers or with allylsilane to yield C-D-glucopyranosyl derivatives of the α-configuration, and with activated aromatic nucleophiles to yield the corresponding β-anomers.
P. Allevi, M. Anastasia, P. Ciuffreda, A. Fiecchi and A. Scala, J. Chem. Soc., Chem. Commun., 1987, 1245 DOI: 10.1039/C39870001245
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