α,β‐Unsaturated 2‐Ketoglycosides via Pd‐Catalyzed Carbonylative Heck Reaction of 2‐Iodoglycals

The synthesis of C‐glycosides is of great importance in the field of carbohydrate chemistry given its ubiquity in biologically active molecules. Herein, we describe a protocol for the Pd‐catalyzed carbonylative Heck reaction of activated olefins and 2‐iodoglycals. A variety of α,β‐unsaturated 2‐ketoglycosides were obtained in up to 89 % yield using d‐glucal, d‐galactal, d‐xylal, and l‐arabinal derivatives. The synthesis of biologically relevant C‐ketoglycosides, found in many important natural products and medicinally active molecules is reported. This strategy allows to connect a series of glycal units to activated olefins via the Pd‐catalyzed carbonylative Heck cross‐coupling reaction.