Herrmann-Beller phosphapalladacycle-catalyzed addition of alkynes to norbornadienes

Alphonse Tenaglia; Laurent Giordano; Gérard Buono

doi:10.1021/ol061667e

Herrmann-Beller phosphapalladacycle-catalyzed addition of alkynes to norbornadienes

Org Lett. 2006 Sep 14;8(19):4315-8. doi: 10.1021/ol061667e.

Authors

Alphonse Tenaglia¹, Laurent Giordano, Gérard Buono

Affiliation

¹ 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. alphonse.tenaglia@univ-cezanne.fr

PMID: 16956215
DOI: 10.1021/ol061667e

Abstract

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.