Details
| Original language | English |
|---|---|
| Pages (from-to) | 5199-5202 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 9 |
| Issue number | 25 |
| Publication status | Published - 14 Nov 2007 |
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.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: Organic Letters, Vol. 9, No. 25, 14.11.2007, p. 5199-5202.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Tagged hypervalent iodine reagents
T2 - A new purification concept based on ion exchange through SN2 substitution
AU - Kunst, Eike
AU - Gallier, Florian
AU - Dujardin, Gilles
AU - Yusubov, Mekhman S.
AU - Kirschning, Andreas
PY - 2007/11/14
Y1 - 2007/11/14
N2 - (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.
AB - (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.
UR - http://www.scopus.com/inward/record.url?scp=37249049232&partnerID=8YFLogxK
U2 - 10.1021/ol702319p
DO - 10.1021/ol702319p
M3 - Article
C2 - 17999512
AN - SCOPUS:37249049232
VL - 9
SP - 5199
EP - 5202
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 25
ER -