title: Ph2SO/Tf2O: a powerful promotor system in chemoselective glycosylations using thioglycosides.
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]
authors.affiliation: Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands.
authors.forename: Jeroen D C
authors.initials: JD
authors.lastname: Codée
authors.forename: Remy E J N
authors.initials: RE
authors.lastname: Litjens
authors.forename: René
authors.initials: R
authors.lastname: den Heeten
authors.forename: Herman S
authors.initials: HS
authors.lastname: Overkleeft
authors.forename: Jacques H
authors.initials: JH
authors.lastname: van Boom
authors.forename: Gijs A
authors.initials: GA
authors.lastname: van der Marel
mesh_terms: D000812:Anhydrides / Q000737:chemistry*; D001555:Benzene Derivatives / Q000737:chemistry*; D002240:Carbohydrate Sequence; D006031:Glycosylation; D009844:Oligosaccharides / Q000138:chemical synthesis*; D013865:Thioglycosides / Q000737:chemistry*
chemical_list: D000812:Anhydrides; D001555:Benzene Derivatives; D009844:Oligosaccharides; D013865:Thioglycosides; C048860:diphenyl sulfoxide