Our group has recently developed new approaches for the effective synthesis of 1,2-cis-2-aminosugars, alpha-glycosyl ureas, and alpha-sialosides via transition metal-catalyzed selective glycosylation. These sugars not only make up one of the most important classes of oligosaccharides and glycoconjugates but are also one of the most challenging glycosidic bonds found in nature. In general, obtaining an adequate supply of these sugars from natural sources is exceedingly challenging. The methods that are being developed in our group are broadly applicable and provide products in high yields and with excellent levels of anomeric selectivity. Our transition metal-catalyzed selective glycosylation methods are currently applied to the synthesis of various bioactive carbohydrates such as heparin oligosaccharides, mycothiol, GPI anchors, mucin O-glycans, antibiotic cinodines, and H. pylori oligosaccharides.

New approaches to the synthesis of bioactive carbohydrates via transition metal catalysis

244th National Meeting (2012)

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