Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 11210-11212 |
| Seitenumfang | 3 |
| Fachzeitschrift | Chemistry - a European journal |
| Jahrgang | 22 |
| Ausgabenummer | 32 |
| Frühes Online-Datum | 15 Juni 2016 |
| Publikationsstatus | Veröffentlicht - 27 Juli 2016 |
Abstract
The first total synthesis of the highly potent anti-HIV natural product aetheramide A was accomplished in 18 steps from four equally complex building blocks. The synthesis established the unknown configuration at C26 and used a configurationally labile β-ketoester moiety for the self-adjustment of the configuration at a methyl branch. The pivotal macrolactamization was achieved by trapping a thermally generated acylketene which was derived from its corresponding dioxinone.
ASJC Scopus Sachgebiete
- Chemische Verfahrenstechnik (insg.)
- Katalyse
- Chemie (insg.)
- Organische Chemie
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in: Chemistry - a European journal, Jahrgang 22, Nr. 32, 27.07.2016, S. 11210-11212.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Total Synthesis of Aetheramide A
AU - Gerstmann, Lisa
AU - Kalesse, Markus
PY - 2016/7/27
Y1 - 2016/7/27
N2 - The first total synthesis of the highly potent anti-HIV natural product aetheramide A was accomplished in 18 steps from four equally complex building blocks. The synthesis established the unknown configuration at C26 and used a configurationally labile β-ketoester moiety for the self-adjustment of the configuration at a methyl branch. The pivotal macrolactamization was achieved by trapping a thermally generated acylketene which was derived from its corresponding dioxinone.
AB - The first total synthesis of the highly potent anti-HIV natural product aetheramide A was accomplished in 18 steps from four equally complex building blocks. The synthesis established the unknown configuration at C26 and used a configurationally labile β-ketoester moiety for the self-adjustment of the configuration at a methyl branch. The pivotal macrolactamization was achieved by trapping a thermally generated acylketene which was derived from its corresponding dioxinone.
KW - aetheramide
KW - anti-HIV
KW - macrocyclization
KW - structure elucidation
KW - vinylogous Mukaiyama aldol reaction
UR - http://www.scopus.com/inward/record.url?scp=84979660338&partnerID=8YFLogxK
U2 - 10.1002/chem.201602682
DO - 10.1002/chem.201602682
M3 - Article
C2 - 27303862
AN - SCOPUS:84979660338
VL - 22
SP - 11210
EP - 11212
JO - Chemistry - a European journal
JF - Chemistry - a European journal
SN - 0947-6539
IS - 32
ER -