Efficient, Transition Metal Mediated, Sequential, Two- and Three-Component Coupling Reactions for the Synthesis of Highly Substituted Five-Membered Ring Carbocycles

A Cu‐catalysed method for the preparation of highly substituted methylenecyclopentanes, through a sequence involving a Michael addition of stabilized enolates to activated enynes followed by an intramolecular carbocupration reaction, is presented. This method was also successfully combined with a Pd...

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Veröffentlicht in:European Journal of Organic Chemistry 2007-07, Vol.2007 (19), p.3158-3165
Hauptverfasser: Coia, Nicolas, Bouyssi, Didier, Balme, Geneviève
Format: Artikel
Sprache:eng
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Zusammenfassung:A Cu‐catalysed method for the preparation of highly substituted methylenecyclopentanes, through a sequence involving a Michael addition of stabilized enolates to activated enynes followed by an intramolecular carbocupration reaction, is presented. This method was also successfully combined with a Pd‐mediated coupling reaction to perform a new three‐component reaction through a transmetallation pathway on the vinylcopper intermediate. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200700197