Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 1624-1626 |
| Seitenumfang | 3 |
| Fachzeitschrift | Synlett |
| Ausgabenummer | 10 |
| Publikationsstatus | Veröffentlicht - 31 Dez. 1999 |
| Extern publiziert | Ja |
Abstract
A practical synthesis of the C1-C14 polyene unit 5 in ansatrienin A (mycotrien l), 1a, and other ansamycin antibiotics is described which involves elaboration of the chiral unsaturated aldehyde 6 and phosphonate 7, followed by coupling of the building blocks by Horner-Emmons-olefination and Duthaler's aldolation. The synthesis of 6 successfully applies two consecutive Evans-aldol reactions for constructing the carbon backbone.
ASJC Scopus Sachgebiete
- Chemie (insg.)
- Organische Chemie
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in: Synlett, Nr. 10, 31.12.1999, S. 1624-1626.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Stereocontrolled preparation of the C1-C14 polyene fragment of benzenic ansamycin antibiotics ansatrienin A and B
AU - Schöning, Kai Uwe
AU - Wittenberg, Rüdiger
AU - Kirschning, Andreas
PY - 1999/12/31
Y1 - 1999/12/31
N2 - A practical synthesis of the C1-C14 polyene unit 5 in ansatrienin A (mycotrien l), 1a, and other ansamycin antibiotics is described which involves elaboration of the chiral unsaturated aldehyde 6 and phosphonate 7, followed by coupling of the building blocks by Horner-Emmons-olefination and Duthaler's aldolation. The synthesis of 6 successfully applies two consecutive Evans-aldol reactions for constructing the carbon backbone.
AB - A practical synthesis of the C1-C14 polyene unit 5 in ansatrienin A (mycotrien l), 1a, and other ansamycin antibiotics is described which involves elaboration of the chiral unsaturated aldehyde 6 and phosphonate 7, followed by coupling of the building blocks by Horner-Emmons-olefination and Duthaler's aldolation. The synthesis of 6 successfully applies two consecutive Evans-aldol reactions for constructing the carbon backbone.
KW - Evans-aldolation
KW - Homer-Emmons olefination
KW - Macrolactam antibiotic
UR - http://www.scopus.com/inward/record.url?scp=0344563618&partnerID=8YFLogxK
U2 - 10.1055/s-1999-2888
DO - 10.1055/s-1999-2888
M3 - Article
AN - SCOPUS:0344563618
SP - 1624
EP - 1626
JO - Synlett
JF - Synlett
SN - 0936-5214
IS - 10
ER -