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Ph2SO/Tf2O: a powerful promotor system in chemoselective glycosylations using thioglycosides
Jeroen D C Codée1, Remy E J N Litjens, René den Heeten
1Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands.
Organic Letters
|April 26, 2003
Abstract:
Diphenylsulfoxide in combination with triflic anhydride provides a very potent thiophilic glycosylation promotor system, capable of activating disarmed thioglycosides. The usefulness of this novel thiophilic activator is illustrated in a successful chemoselective glycosylation sequence in which the donor thioglycoside in the first condensation step may be either armed or disarmed. [reaction: see text]