Total Syntheses of β‐ and γ‐Naphthocyclinones
Abstract: After half a century from their isolation in 1974, we report the first total syntheses of β‐ and γ‐naphthocyclinones, two dimeric pyranonaphthoquinones featuring an unusual bicyclo[3.2.1]‐octadienone core. The syntheses were achieved with full stereochemical control and functional group management, relying on 1) enantioselective construction of the bicyclic core by Rh‐catalyzed enantioselective 1,4‐addition followed by thiolate‐mediated reductive cyclization, and 2) judicious design of a common chiral, non‐racemic monomer unit that is capable of divergence into the donor and acceptor units, and reunion to construct the bicyclo[3.2.1]octadienone core.
- Standort
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Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
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Online-Ressource
- Sprache
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Englisch
- Erschienen in
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Total Syntheses of β‐ and γ‐Naphthocyclinones ; day:11 ; month:11 ; year:2024 ; extent:8
Angewandte Chemie ; (11.11.2024) (gesamt 8)
- Urheber
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Ando, Yoshio
Hoshino, Taiju
Tanaka, Nozomi
Maturi, Mark M.
Nakazawa, Yusuke
Fukazawa, Takumi
Ohmori, Ken
Suzuki, Keisuke
- DOI
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10.1002/ange.202415108
- URN
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urn:nbn:de:101:1-2411121329213.396799947193
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
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15.08.2025, 07:32 MESZ
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Beteiligte
- Ando, Yoshio
- Hoshino, Taiju
- Tanaka, Nozomi
- Maturi, Mark M.
- Nakazawa, Yusuke
- Fukazawa, Takumi
- Ohmori, Ken
- Suzuki, Keisuke
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