Issue 2, 1987

C-Glucopyranosyl derivatives from readily available 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl chloride

Abstract

Readily available 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl chloride smoothly reacts with various silyl enol ethers and silver(I) trifluoromethanesulphonate (triflate) to afford D-C-glucopyranosyl derivatives of α-configuration in high yields, whereas reaction with an electron-rich aromatic nucleophile yields the corresponding β-anomer.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1987, 101-102

C-Glucopyranosyl derivatives from readily available 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl chloride

P. Allevi, M. Anastasia, P. Ciuffreda, A. Fiecchi and A. Scala, J. Chem. Soc., Chem. Commun., 1987, 101 DOI: 10.1039/C39870000101

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