The importance of the role oligosaccharides play in biology has been becoming more and more apparent. In a commensurate fashion, there has been an ever-increasing need for synthetic access to oligosaccharide structure motifs. As these studies have evolved, there has be a change in the want for specific natural oligosaccharide to analogous unnatural structures for structure activity relationship studies. In an effort to address this need, we have developed a <i>de novo</i> asymmetric synthetic approach to oligosaccharides; where the carbons and asymmetry of the sugar are derived from chiral furan alcohols. To enable this approach highly practical and enantioselective approaches to chiral furan alcohols from inexpensive achiral starting materials are required. Herein we will present our strategy for the synthesis of di-, tris- and hepta-saccharide glycosyl donors and their use in the convergent Pd-glycosylation of tyrosine containing peptide.<br/>

Convergent oligosaccharide synthesis

256th National Meeting (2018)

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