Tagged hypervalent iodine reagents: A new purification concept based on ion exchange through SN2 substitution

Eike Kunst, Florian Gallier, Gilles Dujardin, Mekhman S. Yusubov, Andreas Kirschning

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

(Chemical Equation Presented) The preparation of phenylsulfonate-tagged iodine(III) reagents as well as their use in a novel purification strategy for iodine(III)-promoted reactions is described. The concept is based on ion exchange and is initiated by an azide-promoted SN2-reaction at the alkyl sulfonate followed by trapping of the resulting aryl sulfonate anion with an ion-exchange resin. The concept is successfully proven for Ru-catalyzed oxidations of alcohols, the activation and glycosidatlon of thioglycosides, and the Suárez reaction of pyranoses.

Original languageEnglish
Pages (from-to)5199-5202
Number of pages4
JournalOrganic Letters
Volume9
Issue number25
DOIs
Publication statusPublished - 6 Dec 2007

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ASJC Scopus subject areas

  • Molecular Medicine

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