Cycloisomerization of dienes with carbophilic Lewis acids: mimicking terpene biosynthesis with Pt (II) catalysts

WD Kerber, MR Gagné

Index: Kerber, William D.; Gagne, Michel R. Organic Letters, 2005 , vol. 7, # 15 p. 3379 - 3381

Full Text: HTML

Citation Number: 50

Abstract

Dicationic Pt (II) complexes containing triphosphine pincer ligands are excellent catalysts for the cycloisomerization of 1, 6-and 1, 7-dienes into bicyclopropane carbocycles. In analogy to the biosynthetic route to these monoterpene-like compounds, carbocation intermediates are proposed and supported by trapping experiments. Reactivation of the trapped intermediates indicates that cation generation by CC bond formation is both rapid and reversible.