Details
| Original language | English |
|---|---|
| Pages (from-to) | 637-639 |
| Number of pages | 3 |
| Journal | Tetrahedron Letters |
| Volume | 44 |
| Issue number | 4 |
| Publication status | Published - 20 Jan 2003 |
Abstract
New thiophilic polymer-bound haloate(I) complexes are presented which are well suited for the polymer-assisted solution-phase activation of 2-deoxythioglycosides. In the presence of alcohols 2-deoxyglycosides are obtained in yields between 60 and 95%. Isolation of the target glycosides is further simplified by removing the byproduct diphenyldisulfide by reductive work-up. Here also a polymer-bound reagent, namely borohydride exchange resin, served as a tool for sequestering the sulfur-containing impurities.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Pharmacology, Toxicology and Pharmaceutics(all)
- Drug Discovery
- Chemistry(all)
- Organic Chemistry
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In: Tetrahedron Letters, Vol. 44, No. 4, 20.01.2003, p. 637-639.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Anomeric activation of thioglycosides and preparation of deoxyglycosides using polymer-bound iodate(I) complexes
AU - Jaunzems, Janis
AU - Sourkouni-Argirusi, Georgia
AU - Jesberger, Martin
AU - Kirschning, Andreas
PY - 2003/1/20
Y1 - 2003/1/20
N2 - New thiophilic polymer-bound haloate(I) complexes are presented which are well suited for the polymer-assisted solution-phase activation of 2-deoxythioglycosides. In the presence of alcohols 2-deoxyglycosides are obtained in yields between 60 and 95%. Isolation of the target glycosides is further simplified by removing the byproduct diphenyldisulfide by reductive work-up. Here also a polymer-bound reagent, namely borohydride exchange resin, served as a tool for sequestering the sulfur-containing impurities.
AB - New thiophilic polymer-bound haloate(I) complexes are presented which are well suited for the polymer-assisted solution-phase activation of 2-deoxythioglycosides. In the presence of alcohols 2-deoxyglycosides are obtained in yields between 60 and 95%. Isolation of the target glycosides is further simplified by removing the byproduct diphenyldisulfide by reductive work-up. Here also a polymer-bound reagent, namely borohydride exchange resin, served as a tool for sequestering the sulfur-containing impurities.
UR - http://www.scopus.com/inward/record.url?scp=0037454995&partnerID=8YFLogxK
U2 - 10.1016/S0040-4039(02)02708-9
DO - 10.1016/S0040-4039(02)02708-9
M3 - Article
AN - SCOPUS:0037454995
VL - 44
SP - 637
EP - 639
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 4
ER -