Electrolytic partial fluorination of organic compounds Part 62: Highly diastereoselective anodic fluorination of chiral 1,3-oxathiolan-5-ones derived from camphorsulfonamides

Anodic fluorination of chiral 1,3-oxathiolan-5-ones, derived from camphorsulfonamide and thioglycol acid, was carried out under various conditions. When dimethoxyethane (DME) containing Et4NF·4HF was used, the corresponding monofluororinated products were obtained in good yield as a single diastereomer. Chemical fluorination was also attempted using N-fluoropyridinium salts; however, fluorination did not proceed at all.