STEREOSELECTIVE SYNTHESIS OF 1,2-CIS-GLYCOFURANOSIDES USING GLYCOFURANOSYL FLUORIDES

Abstract
1,2-cis-Ribofuranosides are stereoselectively synthesized in high yields by the reaction of β-ribofuranosyl fluoride and alcohols in the presence of stannous chloride and trityl perchlorate. Under similar condition, α-arabinofuranosyl fluoride reacts with cholestanol to give 1,2-cis-arabinofuranoside predominatly.