One-Flow, Multi-Step Synthesis of Nucleosides via Brønsted Acid-Catalyzed Glycosylation

Angewandte Chemie 50(9), 2155-2158, DOI: 10.1002/anie.201006440

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).