Synthesis of 2‐Deoxy‐2‐fluoro‐2‐C‐methyl‐D‐ribofuranoses.

The synthesis of methyl 3,5‐di‐O‐benzoyl‐2‐deoxy‐2‐fluoro‐2‐C‐methyl‐β‐D‐ribofuranoside and the conversion to the corresponding 1‐O‐acetyl‐3,5‐di‐O‐benzoyl‐2‐deoxy‐2‐fluoro‐2‐C‐methyl‐D‐ribofuranose and 1,3,5‐tri‐O‐benzoyl‐2‐deoxy‐2‐fluoro‐2‐C‐methyl‐D‐ribofuranose is reported. The key synthetic step is the fluorination of the tertiary center of methyl 3,5‐di‐O‐benzyl‐2‐C‐methyl‐β‐D‐arabinofuranoside to provide methyl 3,5‐di‐O‐benzyl‐2‐deoxy‐2‐fluoro‐2‐C‐methyl‐β‐D‐ribofuranoside.