Palladium-Mediated Phosphine-Dependent Chemoselective Bisallylic Alkylation Leading to Spirocarbocycles

Hervé Clavier (1) , Laurent Giordano (1) , Alphonse Tenaglia (1)

1 ISM2 - Institut des Sciences Moléculaires de Marseille

Cycles everywhere: The selectivity in the transformations of 1,3-diones to carbo- cycles by palladium-catalyzed bisallylic alkylations is strongly dependent of the phosphine that is employed (see scheme). Moreover, synthesized vinylcy- clopentenes can be easily transformed into cyclohexadiene derivatives through a carbon carbon allylic bond cleavage.

Mots clés: Allylic Substitution; C-C activation; Palladium; Phosphines; Spiro Compounds

Domaines: Chimie organique; Catalyse

Hervé Clavier, Laurent Giordano, Alphonse Tenaglia. Palladium-Mediated Phosphine-Dependent Chemoselective Bisallylic Alkylation Leading to Spirocarbocycles. Angewandte Chemie International Edition, 2012, 51 (34), pp.8648-8651. ⟨10.1002/anie.201204629⟩. ⟨hal-01409144⟩