Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 4475-4477 |
| Seitenumfang | 3 |
| Fachzeitschrift | Organic letters |
| Jahrgang | 20 |
| Ausgabenummer | 15 |
| Frühes Online-Datum | 13 Juli 2018 |
| Publikationsstatus | Veröffentlicht - 3 Aug. 2018 |
Abstract
The first total synthesis of pericoannosin A (1) containing 15 steps in the longest linear sequence with an overall yield of 5.5% is reported. The hybrid peptide-polyketide was isolated from the endophytic fungus Periconia sp. F-31 and bears a unique tricyclic core structure. The key steps are a glycolate aldol reaction and a Diels-Alder reaction utilizing an Evans auxiliary for controlling the stereochemistry. Furthermore, a late-stage equilibration was employed.
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 20, Nr. 15, 03.08.2018, S. 4475-4477.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Total Synthesis of Pericoannosin A
AU - Lücke, Daniel
AU - Linne, Yannick
AU - Hempel, Katharina
AU - Kalesse, Markus
N1 - Publisher Copyright: © 2018 American Chemical Society. Copyright: Copyright 2018 Elsevier B.V., All rights reserved.
PY - 2018/8/3
Y1 - 2018/8/3
N2 - The first total synthesis of pericoannosin A (1) containing 15 steps in the longest linear sequence with an overall yield of 5.5% is reported. The hybrid peptide-polyketide was isolated from the endophytic fungus Periconia sp. F-31 and bears a unique tricyclic core structure. The key steps are a glycolate aldol reaction and a Diels-Alder reaction utilizing an Evans auxiliary for controlling the stereochemistry. Furthermore, a late-stage equilibration was employed.
AB - The first total synthesis of pericoannosin A (1) containing 15 steps in the longest linear sequence with an overall yield of 5.5% is reported. The hybrid peptide-polyketide was isolated from the endophytic fungus Periconia sp. F-31 and bears a unique tricyclic core structure. The key steps are a glycolate aldol reaction and a Diels-Alder reaction utilizing an Evans auxiliary for controlling the stereochemistry. Furthermore, a late-stage equilibration was employed.
UR - http://www.scopus.com/inward/record.url?scp=85050966281&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.8b01768
DO - 10.1021/acs.orglett.8b01768
M3 - Article
C2 - 30003789
AN - SCOPUS:85050966281
VL - 20
SP - 4475
EP - 4477
JO - Organic letters
JF - Organic letters
SN - 1523-7060
IS - 15
ER -