One-Flow, Multi-Step Synthesis of Nucleosides via Brønsted Acid- Catalyzed Glycosylation
Author(s)Sniady, Adam; Bedore, Matthew W.; Jamison, Timothy F.
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Nucleosides in flow: A general, scalable method of Brønsted acid-catalyzed nucleoside formation is described. Because of the high reaction temperatures readily available to the flow reaction format, mild Brønsted acids, particularly pyridinium triflates, can be used. A one-flow multistep synthesis of unprotected nucleosides is also reported (see scheme).
DepartmentMassachusetts Institute of Technology. Department of Chemistry
Angewandte Chemie International Edition
Sniady, Adam, Matthew W. Bedore, and Timothy F. Jamison. “One-Flow, Multistep Synthesis of Nucleosides by Brønsted Acid-Catalyzed Glycosylation.” Angewandte Chemie International Edition 50.9 (2011): 2155–2158.
Author's final manuscript