CONVENIENT SYNTHESIS OF -TETRA-O-BENZYL-D-GLUCOPYRANOSYL)-PHOSPHOROTHIOATE AND TETRA-O-BENZYL-D-GLUCOPYRANOSYL)-PHOSPHOROTHIOATE, PHOSPHOROSELENOATE AND PHOSPHORODITHIOATE

Organic phosphorothioate 7, phosphoroselenoate 8 and phosphorodithioat e 9 were glucosylated with 2,3,4,6-tetra-O-benzyl-D-glucopyranose deri vatives 1-6. When the reaction was performed in the presence of boron trifluoride etherate, the products were S-alpha-glucosyl and Se-alpha- glucosyl phosphoroethers 10-12. O-Benzylated glucosyl halides 5-6 with alkylammonium salt of 9 afforded S-beta-glucosyl phosphorodithioate 1 3, which underwent the beta reversible arrow alpha anomerization by bo ron trifluoride etherate into more stable alpha-derivatives.