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Synthesis of N-glycosides. An alternative approach based on diastereoselective base coupling and S(N)2 cyclization
Yvan Guindon1, Marc Gagnon, Isabelle Thumin
1Institut de recherches cliniques de Montréal (IRCM), Bio-organic Chemistry Laboratory, 110 avenue des Pins Ouest, Montréal, Québec, Canada H2W 1R7. guindoy@ircm.qc.ca
Organic Letters
|February 5, 2002
Abstract:
[reaction: see text] Acyclic diastereoselection is achieved for the formation of thioaminyl acetals. The highly intramolecular stereocontrolled S(N)2 displacement of the thioaminyls allows for the formation of cyclic nucleoside derivatives. This versatile approach may provide easy access to a large variety of N-glycosides.