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Physical Sciences and Mathematics Commons™
Open Access. Powered by Scholars. Published by Universities.®
University of Missouri, St. Louis
Carbohydrate; Glycosylation; Armed-Disarmed; Superarmed; Glycosyl Donor; Glycosylation Mechanism; O-2/O-5 Cooperative Effect; Glycosyl Sulfonium Ion; Superdisarmed; Chemoselective; SBox; thioglycoside; thioimidate
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Full-Text Articles in Physical Sciences and Mathematics
The Nature Of The O-2/O-5 Cooperative Effect And Its Role In Chemical Glycosylation, Laurel Kathryn Mydock
The Nature Of The O-2/O-5 Cooperative Effect And Its Role In Chemical Glycosylation, Laurel Kathryn Mydock
Dissertations
Since carbohydrates were first discovered, understanding the structure, reactivity, and function of these bioorganic compounds has remained of great priority. However, as the appreciation for the biological roles of carbohydrates intensifies, a growing demand for efficient and scalable methods towards the synthesis of these challenging molecules has become even more imperative. While modern synthetic techniques have allowed us to readily achieve most glycosidic linkages, it is the inability to effectively predict and control the stereoselectivity of the glycosylation reaction that has remained the synthetic hurdle. Herein, much effort has been placed in the investigation of “mixed-patterned” glycosyl donors as they …