Construction of the tetracyclic ring system of diterpene alkaloids via cationic [5 + 2] cycloaddition

The ABCD ring system of C /C diterpene alkaloids was constructed cationic [5 + 2] cycloaddition to forge a bicyclo[3.2.1]octane, an intramolecular aldol reaction to form a seven-membered ring, oxidation of a phenol at the -position, and introduction of a one-carbon unit Stille coupling followed by o...

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Veröffentlicht in:Organic & biomolecular chemistry 2023-06, Vol.21 (22), p.4587-4590
Hauptverfasser: Mizuno, Kosuke, Nishiyama, Yoshitake, Yokoshima, Satoshi
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Sprache:eng
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Zusammenfassung:The ABCD ring system of C /C diterpene alkaloids was constructed cationic [5 + 2] cycloaddition to forge a bicyclo[3.2.1]octane, an intramolecular aldol reaction to form a seven-membered ring, oxidation of a phenol at the -position, and introduction of a one-carbon unit Stille coupling followed by oxidative cleavage of a furan ring.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob00647f