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

Coia Nicolas | Zendy; Bouyssi Didier | Zendy; Balme Geneviève | Zendy

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

Author(s) -

Coia Nicolas,

Bouyssi Didier,

Balme Geneviève

Publication year - 2007

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200700197

Subject(s) - transmetalation , chemistry , intramolecular force , ring (chemistry) , component (thermodynamics) , coupling reaction , transition metal , sequence (biology) , combinatorial chemistry , reaction conditions , coupling (piping) , stereochemistry , medicinal chemistry , computational chemistry , organic chemistry , catalysis , mechanical engineering , biochemistry , physics , engineering , thermodynamics

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)

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