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Selective Formation of Isopropyl alfa- and beta-Glucofuranosides in One Pot Reaction from D-Glucose and Propanol-2 Promoted by V2O5

Tyrlik S., Bednarek E., Bocian W., Sitkowski J., Maurin J., Olejnik M., Nalewajko B., Kozerski L.

Polish Journal of Chemistry

2004

Vol. 78 / nr 6

803-814

Reaction of D-glucose with propanol-2 promoted by V2O5 gives rise exclusively to isopropylglucofuranosides. Their tetraacetates were prepared; X-ray structure of one of tetraacetates was determined. 1H and 13C NMR signals assignment was done by COSY and GMBC techniques. Mechanism of selective glucosidation was discussed.