Synthesis of Arylated Carbohydrates and Their Application

Abstract

N- and O-arylated carbohydrates except for aryl glycosides are not found in nature. Therefore, based on their structure, these derivatives are expected as new functional molecules. However, the synthesis of arylated carbohydrates has not been thoroughly investigated and few studies have been reported their application. Hence, our research focused on the elucidation of the arylated carbohydrates function. Various N-arylated carbohydrates were synthesized using the Buchwald-Hartwig reaction, while O-arylated carbohydrates were obtained by employing hypervalent iodine reagents. Based on these compounds, we succeeded in developing novel fluorescently labeled glucose derivatives, aryl-based protecting groups, and a stereoselective glycosylation.