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 |
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container_title | European Journal of Organic Chemistry |
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creator | Coia, Nicolas Bouyssi, Didier Balme, Geneviève |
description | 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) |
doi_str_mv | 10.1002/ejoc.200700197 |
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KGaA, 69451 Weinheim, Germany, 2007)</description><subject>Arylidenecyclopentanes</subject><subject>Copper iodide</subject><subject>Methylenecyclopentanes</subject><subject>Multicomponent reactions</subject><subject>Palladium</subject><subject>Synthetic design</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><recordid>eNqFkM1OGzEUhUcIpAJl27UfAKd3PD-Ol2gUSBEBKRMEO8vjuSamk3FqT0rnfXhQHKVC3XXj4yuf71z5JMm3FCYpAPuOr05PGAAHSAU_Sk5TEIJCKeA43vMsp6nInr8kZyG8AoAoy_Q0eZ8ZY7XFfrgkK6_6YAfrerLAQXXxbK0asL0kNf7aRY9VXbS9OUpU35LV2iPSym22ro-PpHK7bWf7F7JEpfcxgRjnybBGUo99lGADcYbM7cu6G0m9a8Jgh11cQK7tb6QL3DTo47Tch1TKN06PusPwNTkxqgt48VfPk8fr2aqa07uHmx_V1R3VGeOcYq7NlOWcT-OfedkWpcAc27yBxoiGFygMchAFYyY1jRZMm0JNM9Mgm5YlY9l5Mjnkau9C8Gjk1tuN8qNMQe47lvuO5WfHERAH4M12OP7HLWe3D9W_LD2wNgz455NV_qcsecYL-XR_I-ewqKslq-VT9gGmf5MO</recordid><startdate>200707</startdate><enddate>200707</enddate><creator>Coia, Nicolas</creator><creator>Bouyssi, Didier</creator><creator>Balme, Geneviève</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>200707</creationdate><title>Efficient, Transition Metal Mediated, Sequential, Two- and Three-Component Coupling Reactions for the Synthesis of Highly Substituted Five-Membered Ring Carbocycles</title><author>Coia, Nicolas ; Bouyssi, Didier ; Balme, Geneviève</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3277-e4cf82477869076d569e4ed4b0bf9b75e9fe709522f1fbc92cf5a83fbe2866223</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Arylidenecyclopentanes</topic><topic>Copper iodide</topic><topic>Methylenecyclopentanes</topic><topic>Multicomponent reactions</topic><topic>Palladium</topic><topic>Synthetic design</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Coia, Nicolas</creatorcontrib><creatorcontrib>Bouyssi, Didier</creatorcontrib><creatorcontrib>Balme, Geneviève</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>European Journal of Organic Chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Coia, Nicolas</au><au>Bouyssi, Didier</au><au>Balme, Geneviève</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Efficient, Transition Metal Mediated, Sequential, Two- and Three-Component Coupling Reactions for the Synthesis of Highly Substituted Five-Membered Ring Carbocycles</atitle><jtitle>European Journal of Organic Chemistry</jtitle><addtitle>Eur. 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subjects | Arylidenecyclopentanes Copper iodide Methylenecyclopentanes Multicomponent reactions Palladium Synthetic design |
title | Efficient, Transition Metal Mediated, Sequential, Two- and Three-Component Coupling Reactions for the Synthesis of Highly Substituted Five-Membered Ring Carbocycles |
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