Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 3623-3626 |
| Seitenumfang | 4 |
| Fachzeitschrift | Organic Letters |
| Jahrgang | 3 |
| Ausgabenummer | 23 |
| Publikationsstatus | Veröffentlicht - 13 Okt. 2001 |
Abstract
Figure presented A glycosylation protocol for the synthesis of 2-deoxyglycosides has been developed which is based on the use of polymer-bound reagents. Glycals are transformed into 2-iodoglycosyl acetates using polymer-bound bis(acetoxy)iodate(I) complex (1). Activation of the anomeric center is achieved by employing polymer-bound silyl triflate (2). In the presence of different glycosyl acceptors, 2-deoxy-2-iodoglycosides are generated in very good yields. Furthermore, it is shown that this method can be embedded in multistep sequences toward glycosylated testosterone and rhodinosyl-olivosyl-olivoside.
ASJC Scopus Sachgebiete
- Biochemie, Genetik und Molekularbiologie (insg.)
- Biochemie
- Chemie (insg.)
- Physikalische und Theoretische Chemie
- Chemie (insg.)
- Organische Chemie
Zitieren
- Standard
- Harvard
- Apa
- Vancouver
- BibTex
- RIS
in: Organic Letters, Jahrgang 3, Nr. 23, 13.10.2001, S. 3623-3626.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - The first polymer-assisted solution-phase synthesis of deoxyglycosides
AU - Kirschning, Andreas
AU - Jesberger, Martin
AU - Schönberger, Andreas
PY - 2001/10/13
Y1 - 2001/10/13
N2 - Figure presented A glycosylation protocol for the synthesis of 2-deoxyglycosides has been developed which is based on the use of polymer-bound reagents. Glycals are transformed into 2-iodoglycosyl acetates using polymer-bound bis(acetoxy)iodate(I) complex (1). Activation of the anomeric center is achieved by employing polymer-bound silyl triflate (2). In the presence of different glycosyl acceptors, 2-deoxy-2-iodoglycosides are generated in very good yields. Furthermore, it is shown that this method can be embedded in multistep sequences toward glycosylated testosterone and rhodinosyl-olivosyl-olivoside.
AB - Figure presented A glycosylation protocol for the synthesis of 2-deoxyglycosides has been developed which is based on the use of polymer-bound reagents. Glycals are transformed into 2-iodoglycosyl acetates using polymer-bound bis(acetoxy)iodate(I) complex (1). Activation of the anomeric center is achieved by employing polymer-bound silyl triflate (2). In the presence of different glycosyl acceptors, 2-deoxy-2-iodoglycosides are generated in very good yields. Furthermore, it is shown that this method can be embedded in multistep sequences toward glycosylated testosterone and rhodinosyl-olivosyl-olivoside.
UR - http://www.scopus.com/inward/record.url?scp=0035891757&partnerID=8YFLogxK
U2 - 10.1021/ol016545v
DO - 10.1021/ol016545v
M3 - Article
C2 - 11700097
AN - SCOPUS:0035891757
VL - 3
SP - 3623
EP - 3626
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 23
ER -