Free radical reactions of carbohydrate derivatives in the synthesis of carbocyclic compounds 4. Unusual cyclization of methyl 2-alkoxycarbonylmethylene-3,4-di-O-benzyl-6-bromo-6-deoxy-α-D-ribo-hexopyranoside and methyl 4-O-benzyl-6-bromo-3,6-dideoxy-2-met

Article abstract of DOI:10.1007/BF00698515

The benzyloxy group at C(4) of the pyranose ring in 3,4-disubstituted and 3-deoxy cyrbohydrate derivatives affects the direction of intramolecular free-radical C(2)-C(6) cyclization.A possible mechanism of the formation of the tetrahydrofuran ring was pro