Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 548-551 |
| Seitenumfang | 4 |
| Fachzeitschrift | Organic letters |
| Jahrgang | 16 |
| Ausgabenummer | 2 |
| Publikationsstatus | Veröffentlicht - 17 Jan. 2014 |
Abstract
The first total synthesis of angiolam A has been accomplished in 18 steps. Key steps include vinylogous Mukaiyama aldol reactions of aldehydederived dienol ethers, conjugate reduction of the resulting double bond followed by diastereoselective protonation and the Witzeman protocol for macrolactamization. Comparison of the optical rotation of the synthesized material with the isolation data established that the absolute configuration of angiolam A is opposite from the proposed structure.
ASJC Scopus Sachgebiete
- Biochemie, Genetik und Molekularbiologie (insg.)
- Biochemie
- Chemie (insg.)
- Physikalische und Theoretische Chemie
- Chemie (insg.)
- Organische Chemie
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in: Organic letters, Jahrgang 16, Nr. 2, 17.01.2014, S. 548-551.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Synthesis of angiolam A
AU - Gieseler, Marc Timo
AU - Kalesse, Markus
PY - 2014/1/17
Y1 - 2014/1/17
N2 - The first total synthesis of angiolam A has been accomplished in 18 steps. Key steps include vinylogous Mukaiyama aldol reactions of aldehydederived dienol ethers, conjugate reduction of the resulting double bond followed by diastereoselective protonation and the Witzeman protocol for macrolactamization. Comparison of the optical rotation of the synthesized material with the isolation data established that the absolute configuration of angiolam A is opposite from the proposed structure.
AB - The first total synthesis of angiolam A has been accomplished in 18 steps. Key steps include vinylogous Mukaiyama aldol reactions of aldehydederived dienol ethers, conjugate reduction of the resulting double bond followed by diastereoselective protonation and the Witzeman protocol for macrolactamization. Comparison of the optical rotation of the synthesized material with the isolation data established that the absolute configuration of angiolam A is opposite from the proposed structure.
UR - http://www.scopus.com/inward/record.url?scp=84896693669&partnerID=8YFLogxK
U2 - 10.1021/ol403423r
DO - 10.1021/ol403423r
M3 - Article
C2 - 24341445
AN - SCOPUS:84896693669
VL - 16
SP - 548
EP - 551
JO - Organic letters
JF - Organic letters
SN - 1523-7060
IS - 2
ER -