Gas Chromatographic Investigation of the Boron Trifluoride Etherate-Induced Formation and Anomerisation of Glucopyranosides

• Boron trifluoride etherate-induced glucosylation of methanol, 1-propanol, 2-propanol, 2-bromoethanol, and 3-bromo-2-(bromomethyl)propan-1-ol, using 1,2,3,4,6-penta-O-acetyl-β-D-glucopyranose as donor, gave the corresponding β-glucopyranosides. The α-glucosides and 1,2,3,4,6-penta-O-acetyl-α-D-glucopyranose were formed as byproducts in varying amounts, according to GLC analysis. The propensity of the different glucopyranosides to anomerize was determined in separate experiments.

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NATURVETENSKAP  -- Kemi -- Organisk kemi (hsv//swe)

NATURAL SCIENCES  -- Chemical Sciences -- Organic Chemistry (hsv//eng)

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