Highly functionalized glyco-conjugated hexahydroazepindiones from saccharide imides via the Norrish type II reaction.

Starting from readily available protected 6-tosylates of D-glucose and D-mannose in both their pyranoside and furanoside forms as well as 6-tosylates of alpha-D-galactopyranose, the corresponding primary succinimido derivatives were obtained in good yield by nucleophilic displacement with potassium succinimide. These imido sugars were photochemically… CONTINUE READING