Formal Total Synthesis of (±)-α- and β-Cedrene by Preparation of Cedrone. Construction of the Tricyclic Carbon Skeleton by the Use of a Highly Efficient Intramolecular Khand Annulation

The cedrene carbon skeleton was rapidly assembled from a simple monocyclic precursor by the strategic use of a high yielding intramolecular Khand cyclization reaction. Further synthetic manipulations provided a concise formal total synthesis of α- and β-cedrene.

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Veröffentlicht in:Organic letters 2001-09, Vol.3 (19), p.2945-2948
Hauptverfasser: Kerr, William J, McLaughlin, Mark, Morrison, Angus J, Pauson, Peter L
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Sprache:eng
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Zusammenfassung:The cedrene carbon skeleton was rapidly assembled from a simple monocyclic precursor by the strategic use of a high yielding intramolecular Khand cyclization reaction. Further synthetic manipulations provided a concise formal total synthesis of α- and β-cedrene.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol016054a