Catalytic Asymmetric Claisen Rearrangement in Natural Product Synthesis:  Synthetic Studies toward (−)-Xeniolide F

Catalytic Asymmetric Claisen Rearrangement in Natural Product Synthesis:  Synthetic Studies toward (−)-Xeniolide F

The catalytic asymmetric Claisen rearrangement (CAC) of a highly substituted and functionalized α-alkoxycarbonyl-substituted allyl vinyl ether has been exploited to gain access to an advanced building block for the projected total synthesis of (−)-xeniolide F, the enantiomer of a xenicane diterpene...

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Veröffentlicht in:Organic letters 2005-12, Vol.7 (25), p.5705-5708
Hauptverfasser: Pollex, Annett, Hiersemann, Martin
Format: Artikel
Sprache:eng
Schlagworte:
Animals
Anthozoa - chemistry
Catalysis
Diterpenes - chemical synthesis
Diterpenes - chemistry
Molecular Structure
Stereoisomerism
Vinyl Compounds - chemistry
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Zusammenfassung:The catalytic asymmetric Claisen rearrangement (CAC) of a highly substituted and functionalized α-alkoxycarbonyl-substituted allyl vinyl ether has been exploited to gain access to an advanced building block for the projected total synthesis of (−)-xeniolide F, the enantiomer of a xenicane diterpene isolated from a coral of the genus Xenia.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol052462t