Regio- and Diastereoselective Platinum-Catalyzed Tandem [2+1]/[3+2] Cycloaddition Sequence

Thierry Achard (1) , Aymeric Lepronier (1) , Yves Gimbert (2) , Hervé Clavier (1) , Laurent Giordano (1) , Alphonse Tenaglia (1) , Gérard Buono (1)

1 ISM2 - Institut des Sciences Moléculaires de Marseille
2 DCM - SeRCO - Département de Chimie Moléculaire - Synthèse Et Réactivité en Chimie Organique

Platinum complexes bearing phosphinous acids have efficiently promoted a tandem intermolecular sequence of [2+1]/[3+2] cycloaddition reactions. This process gave access to novel tricyclic systems and the cascade reactions were regio- and diastereoselective (see scheme; Cy=cyclohexyl). The [3+2] cycloaddition reaction was investigated further and two different alkyne partners were used.

Mots clés: Cycloaddition; Methylenecyclopropanes; Platinum; Secondary phosphine oxides; Tandem reactions

Domaines: Catalyse; Chimie organique

Thierry Achard, Aymeric Lepronier, Yves Gimbert, Hervé Clavier, Laurent Giordano, et al.. Regio- and Diastereoselective Platinum-Catalyzed Tandem [2+1]/[3+2] Cycloaddition Sequence. Angewandte Chemie International Edition, 2011, ⟨10.1002/anie.201007992⟩. ⟨hal-01409129⟩