Anwendung der α‐Alkinon‐Cyclisierung: Totalsynthese von (±)‐Alben
Application of the α‐Alkynone Cyclization: Total Synthesis of (±)‐Albene A synthesis of the racemic form of the natural tricyclic hydrocarbon albene (1) from the Diels‐Alder adduct 2 of tiglyl chloride and cyclopentadiene is described (24% yield). The key step 5→6 involves a thermal α‐alkynone cycli...
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Veröffentlicht in: | Helvetica chimica acta 1983-03, Vol.66 (2), p.627-632 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Application of the α‐Alkynone Cyclization: Total Synthesis of (±)‐Albene
A synthesis of the racemic form of the natural tricyclic hydrocarbon albene (1) from the Diels‐Alder adduct 2 of tiglyl chloride and cyclopentadiene is described (24% yield). The key step 5→6 involves a thermal α‐alkynone cyclization (Scheme 3), which is able to establish a new quarternary C‐atom at an unactivated position with a high degree of regiospecificity. |
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ISSN: | 0018-019X 1522-2675 |
DOI: | 10.1002/hlca.19830660224 |