Straightforward Access to the [3.2.2]Nonatriene Structural Framework via Intramolecular Cyclopropenation/Buchner Reaction/Cope Rearrangement Cascade

Straightforward Access to the [3.2.2]Nonatriene Structural Framework via Intramolecular Cyclopropenation/Buchner Reaction/Cope Rearrangement Cascade

A one-pot cascade process of benzyl enoldiazoacatates, initiated by dirhodium(II)-catalyzed intramolecular cyclopropene formation, occurs via a subsequent Buchner reaction and Cope rearrangement to provide straightforward access to bicyclo[3.2.2]nonatriene derivatives in high yields and selectivitie...

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Veröffentlicht in:Organic letters 2015-02, Vol.17 (4), p.790-793
Hauptverfasser: Xu, Xinfang, Wang, Xiangbo, Zavalij, Peter Y, Doyle, Michael P
Format: Artikel
Sprache:eng
Schlagworte:
Benzyl Compounds - chemical synthesis
Benzyl Compounds - chemistry
Bridged Bicyclo Compounds - chemistry
Catalysis
Cycloparaffins - chemistry
Cyclopropanes - chemistry
Molecular Structure
Rhodium - chemistry
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Zusammenfassung:A one-pot cascade process of benzyl enoldiazoacatates, initiated by dirhodium(II)-catalyzed intramolecular cyclopropene formation, occurs via a subsequent Buchner reaction and Cope rearrangement to provide straightforward access to bicyclo[3.2.2]nonatriene derivatives in high yields and selectivities.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol503498n