Intramolecular Iron-Mediated Diene/Olefin Cyclocoupling:  Formation of Carbon Spirocycles

Intramolecular Iron-Mediated Diene/Olefin Cyclocoupling:  Formation of Carbon Spirocycles

A short and convenient diastereoselective synthesis of all-carbon spirocylic molecules was developed. A straightforward protocol that involves rearrangement of the diene−Fe(CO)3 complex followed by cyclization delivers the desired product. The reaction substrates were easily prepared by reaction of...

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Veröffentlicht in:Organic letters 2004-07, Vol.6 (15), p.2535-2538
Hauptverfasser: Pearson, Anthony J, Wang, Xiaolong, Dorange, Ismet B
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemistry
Catalysis
Cyclization
Diterpenes - chemistry
Iron - chemistry
Spiro Compounds - chemical synthesis
Stereoisomerism
Terpenes - chemistry
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Zusammenfassung:A short and convenient diastereoselective synthesis of all-carbon spirocylic molecules was developed. A straightforward protocol that involves rearrangement of the diene−Fe(CO)3 complex followed by cyclization delivers the desired product. The reaction substrates were easily prepared by reaction of an appropriate nucleophile and a cyclohexadienyl-Fe(CO)3 cation.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol040036m