A novel non-metathetic behavior of Grubbs catalyst: Ruthenium-mediated intramolecular [3 + 2] cycloaddition of bis-1,3-dienes

A ruthenium-mediated intramolecular [3 + 2] cycloaddition of bis-1,3-dienes to give bicyclic products, which is a novel non-metathetic behavior of Grubbs catalyst, is reported. The formation of a ruthenium–olefin complex is proposed to be a key step for the success of the reaction.

A ruthenium-mediated intramolecular [3 + 2] cycloaddition of bis-1,3-dienes to give bicyclic products, which is a novel non-metathetic behavior of Grubbs catalyst, is reported. The formation of a ruthenium–olefin complex is proposed to be a key step for the success of the reaction.Figure optionsDownload as PowerPoint slideHighlights
► Reaction of bis-1,3-diene with ruthenium–carbene complex was examined.
► A ruthenium-mediated intramolecular [3 + 2] cycloaddition product was obtained.
► A novel non-metathetic behavior of Grubbs catalyst was discovered.
► The formation of a ruthenium–olefin complex is proposed to be a key step.