Tuning glycoside reactivity: New tool for efficient oligosaccharide synthesis

Abstract

The concise preparation of complex oligosaccharides remains a significant challenge for synthetic organic chemistry. The tuning of donor reactivity during coupling reactions, such that we may avoid the lengthy protecting-group manipulations of classical carbohydrate synthesis, affords a strategy for the rapid assembly of large sugar systems. Competition reactions have been used to quantify the influence of protecting groups, monosaccharide type, and anomeric leaving groups on the reactivity of various glycosyl donors.

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