STRUCTURAL ELUCIDATION AND A NOVEL REDUCTIVE CLEAVAGE OF RIBOFURANOSYL RING C-1 - O BOND OF THE INTRAMOLECULAR C-ARYLATION PRODUCT OF TRI-O-BENZYL-β-D-RIBOFURANOSYL FLUORIDE

Article abstract of DOI:10.1016/S0040-4039(01)80374-9

Treatment of 2,3,5-tri-o-benzyl-β-D-ribofuranosyl fluoride (1) with BF3*OEt2 in CH2Cl2 gave the intramolecular C-arylation product (2) formed from the reaction with the 2-O-benzyl group in a 83percent yield.Catalytic transfer hydrogenolysis of 2 using HCO