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One‐Flow, Multistep Synthesis of Nucleosides by Brønsted Acid‐Catalyzed Glycosylation
Author(s) -
Sniady Adam,
Bedore Matthew W.,
Jamison Timothy F.
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201006440
Subject(s) - glycosylation , scalability , chemistry , catalysis , computer science , combinatorial chemistry , brønsted–lowry acid–base theory , nucleoside , flow (mathematics) , organic chemistry , database , stereochemistry , mathematics , biochemistry , geometry
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).