Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 1133-1137 |
| Seitenumfang | 5 |
| Fachzeitschrift | Synthesis |
| Ausgabenummer | 8 |
| Publikationsstatus | Veröffentlicht - 31 Dez. 2000 |
| Extern publiziert | Ja |
Abstract
The preparation of new tail to tail dimers of bridged aminodeoxysugars 2 and 11 is described. The first key step in the synthesis is the formation of the aminomethyl bridge in the carbohydrate-derived monomer 7 which is achieved by silver promoted ring closure of methyl 3-acetamido-6-bromo-2,3,6- trideoxy α-D-glucoside 6. Secondly, olefin metathesis of the corresponding 4-O-allyl glycoside 9 constitutes a powerful tool for dimerization, which allows synthesis of 1,4-butanediol-linked tail to tail neooligosaccharides 2 and 11.
ASJC Scopus Sachgebiete
- Chemische Verfahrenstechnik (insg.)
- Katalyse
- Chemie (insg.)
- Organische Chemie
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in: Synthesis, Nr. 8, 31.12.2000, S. 1133-1137.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Synthesis of spacer-linked tail to tail dimers derived from a conformationally rigid aminodeoxysugar by olefin metathesis
AU - Kirschning, Andreas
AU - Chen, Guang Wu
PY - 2000/12/31
Y1 - 2000/12/31
N2 - The preparation of new tail to tail dimers of bridged aminodeoxysugars 2 and 11 is described. The first key step in the synthesis is the formation of the aminomethyl bridge in the carbohydrate-derived monomer 7 which is achieved by silver promoted ring closure of methyl 3-acetamido-6-bromo-2,3,6- trideoxy α-D-glucoside 6. Secondly, olefin metathesis of the corresponding 4-O-allyl glycoside 9 constitutes a powerful tool for dimerization, which allows synthesis of 1,4-butanediol-linked tail to tail neooligosaccharides 2 and 11.
AB - The preparation of new tail to tail dimers of bridged aminodeoxysugars 2 and 11 is described. The first key step in the synthesis is the formation of the aminomethyl bridge in the carbohydrate-derived monomer 7 which is achieved by silver promoted ring closure of methyl 3-acetamido-6-bromo-2,3,6- trideoxy α-D-glucoside 6. Secondly, olefin metathesis of the corresponding 4-O-allyl glycoside 9 constitutes a powerful tool for dimerization, which allows synthesis of 1,4-butanediol-linked tail to tail neooligosaccharides 2 and 11.
KW - Aminodeoxysugar
KW - Conformational restriction
KW - Metathesis
KW - Neooligosaccharide
UR - http://www.scopus.com/inward/record.url?scp=0033910330&partnerID=8YFLogxK
U2 - 10.1055/s-2000-6328
DO - 10.1055/s-2000-6328
M3 - Article
AN - SCOPUS:0033910330
SP - 1133
EP - 1137
JO - Synthesis
JF - Synthesis
SN - 0039-7881
IS - 8
ER -