Herrmann-Beller phosphapalladacycle-catalyzed addition of alkynes to norbornadienes.

Org Lett

Laboratoire de Synthèse Asymétrique, UMR 6180 CNRS, Université d'Aix-Marseille P Cézanne, Faculté des Sciences et Techniques de St Jérôme, EGIM, Case A62, 13397 Marseille Cedex 20, France.

Published: September 2006

Herrmann-Beller (H-B) phosphapalladacycle selectively catalyzed the addition of terminal alkynes across one double bond of norbornadiene to afford exo-5-alkynyl-bicyclo[2.2.1]hept-2-enes. The reaction shows general applicability to various functionalized alkynes and bicyclo[2.2.1]hepta-2,5-dienes. Insights into the mechanism of this reaction are discussed.

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http://dx.doi.org/10.1021/ol061667eDOI Listing

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Herrmann-Beller phosphapalladacycle-catalyzed addition of alkynes to norbornadienes.

Org Lett

September 2006

Laboratoire de Synthèse Asymétrique, UMR 6180 CNRS, Université d'Aix-Marseille P Cézanne, Faculté des Sciences et Techniques de St Jérôme, EGIM, Case A62, 13397 Marseille Cedex 20, France.

Herrmann-Beller (H-B) phosphapalladacycle selectively catalyzed the addition of terminal alkynes across one double bond of norbornadiene to afford exo-5-alkynyl-bicyclo[2.2.1]hept-2-enes.

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