2-Deoxy sugars are an important class of carbohydrates which exist in a wide range of bioactive natural products and have been found to play vital role in biological activity of those natural molecules. Due to limited amounts of these molecules can be isolated from natural sources, it is critical to develop efficient tool for stereoselective synthesis of 2-deoxy sugars in order to extensively study their structure and activity relationship for discovery of effective therapeutic agents. Despite a number of synthetic studies have been previously reported, stereoselective synthesis of 2-deoxy-glycosides still remains very challenging because of the lack of directing group at C-2 position. In this presentation, we have outlined a method for stereoselective synthesis of 2-deoxy �-oligosaccharides involving O-alkylation of anomeric alkoxides with sugar-derived secondary triflates.

Stereoselective synthesis of 2-deoxy �-glycosides

246th National Meeting (2013)

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