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. 2003 May 1;5(9):1519-22.
doi: 10.1021/ol034312t.

Ph2SO/Tf2O: a powerful promotor system in chemoselective glycosylations using thioglycosides

Jeroen D C Codée  1 , Remy E J N Litjens, René den Heeten, Herman S Overkleeft, Jacques H van Boom, Gijs A van der Marel
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Ph2SO/Tf2O: a powerful promotor system in chemoselective glycosylations using thioglycosides

Jeroen D C Codée et al. Org Lett. .

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]

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