Synthesis of the Tricyclic Core of 5α-Capnellenols Using Asymmetric Heck Reaction-Carbanion Capture Process

Synthesis of the Tricyclic Core of 5α-Capnellenols Using Asymmetric Heck Reaction-Carbanion Capture Process

Abstract The tricyclic core of 5α-capnellenols was synthesized using an asymmetric Heck reaction-carbanion capture process and an intramolecular nitrile oxide cycloaddition as key ring construction steps. Moreover, the desired C5-α-OH product was obtained through a retroaldol and aldol epimerization...

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Veröffentlicht in:Synlett 2006-11, Vol.2006 (18), p.3053-3056
Hauptverfasser: Itano, Wataru, Ohshima, Takashi, Shibasaki, Masakatsu
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract The tricyclic core of 5α-capnellenols was synthesized using an asymmetric Heck reaction-carbanion capture process and an intramolecular nitrile oxide cycloaddition as key ring construction steps. Moreover, the desired C5-α-OH product was obtained through a retroaldol and aldol epimerization process of the C5-β-OH tricyclic compound.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2006-951537