The synthesis of mono- and difluorinated 2,3-dideoxy-d-glucopyranoses

• The synthesis of two novel fluorinated sugar analogues is described.
• The fluorines were introduced via a sugar fluorination approach.
• Retentive deoxofluorination at C3 of 1,6-anhydrosugars appears general.

The synthesis of 2,3-dideoxy-2,3-difluoro-d-glucose and 2,3-dideoxy-3-fluoro-d-glucose is reported in, respectively, 5 and 6 steps from d-glucal, using a fluorination strategy.

Figure optionsDownload as PowerPoint slide