Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 8154-8157 |
| Seitenumfang | 4 |
| Fachzeitschrift | Organic letters |
| Jahrgang | 27 |
| Ausgabenummer | 30 |
| Frühes Online-Datum | 22 Juli 2025 |
| Publikationsstatus | Veröffentlicht - 1 Aug. 2025 |
Abstract
Tetracyclic natural products, which utilize the tetracycline skeleton, demonstrate a diverse array of biological activities. A critical structural feature of these compounds is the tertiary alcohol situated within a cis-decalin framework. In this study, we present a comprehensive protocol for the synthesis of tricyclic building blocks and complete carbon frameworks. This methodology facilitates the stereoselective synthesis of a specific enantiomer as well as its inversion to the corresponding opposite isomer via a ketol rearrangement.
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 27, Nr. 30, 01.08.2025, S. 8154-8157.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - α-Ketol Rearrangement for Accessing Tetracyclic Natural Products
AU - Sara, Alexandru
AU - Eggert, Ulrike
AU - Kalesse, Markus
N1 - Publisher Copyright: © 2025 The Authors. Published by American Chemical Society
PY - 2025/8/1
Y1 - 2025/8/1
N2 - Tetracyclic natural products, which utilize the tetracycline skeleton, demonstrate a diverse array of biological activities. A critical structural feature of these compounds is the tertiary alcohol situated within a cis-decalin framework. In this study, we present a comprehensive protocol for the synthesis of tricyclic building blocks and complete carbon frameworks. This methodology facilitates the stereoselective synthesis of a specific enantiomer as well as its inversion to the corresponding opposite isomer via a ketol rearrangement.
AB - Tetracyclic natural products, which utilize the tetracycline skeleton, demonstrate a diverse array of biological activities. A critical structural feature of these compounds is the tertiary alcohol situated within a cis-decalin framework. In this study, we present a comprehensive protocol for the synthesis of tricyclic building blocks and complete carbon frameworks. This methodology facilitates the stereoselective synthesis of a specific enantiomer as well as its inversion to the corresponding opposite isomer via a ketol rearrangement.
UR - http://www.scopus.com/inward/record.url?scp=105012852507&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.5c02235
DO - 10.1021/acs.orglett.5c02235
M3 - Article
C2 - 40693678
AN - SCOPUS:105012852507
VL - 27
SP - 8154
EP - 8157
JO - Organic letters
JF - Organic letters
SN - 1523-7060
IS - 30
ER -