Strategic construction of highly stereoselective glycosidic bonds : new concepts and approaches

Abstract

Ubiquitously decked on the surfaces of all cell types in nature, complex glycoconjugates play central roles in the development, cooperation, and vitality of an organism, henceforth ushering in the need to synthesize these structures. Multitudinous approaches to construct glycosidic bonds in a highly stereoselective or highly convergent manner for one-pot and large scale applications have steadily emerged over the last two decades. Nonetheless, the available techniques are widely diverse in strategies, thus discouraging the applications in large scale and combinatorial chemistry. An efficient and universal method to confidently prepare various glycoconjugates has not been established yet due to the fragmented state of glycosylation methods. This thesis work focuses on the development of new methodologies for O-glycosylation by converging existing concepts into novel chemical functionalities that retain the best of each individual approach but offer a more diverse and versatile toolset.