biostudies-literatureTeschers CSStudienstiftung des Deutschen VolkesWestfälische Wilhelms-Universität MünsterEuropean Research CouncilVerband der Chemischen Industriee202213304https://www.ebi.ac.uk/biostudies/studies/S-EPMC10108063biostudies-literatureUnknown62(3)Automated glycan assembly (AGA) on solid support has become invaluable in reconciling the biological importance of complex carbohydrates with the persistent challenges associated with reproducible synthesis. Whilst AGA platforms have transformed the construction of many natural sugars, validation in the construction of well-defined (site-selectively modified) glycomimetics is in its infancy. Motivated by the importance of fluorination in drug discovery, the biomedical prominence of 2-fluoro sugars and the remarkable selectivities observed in fluorine-directed glycosylation, fluorine-directed automated glycan assembly (FDAGA) is disclosed. This strategy leverages the fluorine atom for stereocontrolled glycosylation on solid support, thereby eliminating the reliance on O-based directing grouAngewandte Chemie (International ed. in English)Fluorine-Directed Automated Mannoside Assembly.PMC10108063757913Gilmour RTeschers CSfalseFluorine-Directed Automated Mannoside Assembly.Automated glycan assembly (AGA) on solid support has become invaluable in reconciling the biological importance of complex carbohydrates with the persistent challenges associated with reproducible synthesis. Whilst AGA platforms have transformed the construction of many natural sugars, validation in the construction of well-defined (site-selectively modified) glycomimetics is in its infancy. Motivated by the importance of fluorination in drug discovery, the biomedical prominence of 2-fluoro sugars and the remarkable selectivities observed in fluorine-directed glycosylation, fluorine-directed automated glycan assembly (FDAGA) is disclosed. This strategy leverages the fluorine atom for stereocontrolled glycosylation on solid support, thereby eliminating the reliance on O-based directing grou2023-01-01T00:00:00Z2023 Jan2025-07-10T03:08:15.902Z2025-04-07T01:27:12.1ZS-EPMC101080633633104210.1002/anie.202213304