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.