Trimethylenemethane Palladium Catalysed Cycloadditions Step 1

NOTE: Important charges and non-bonding electrons are shown throughout the animation except during the transition state phase.

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This reaction produces a zwitterionic palladium trimethylenemethane complex that can successfully undergo cycloaddition reactions which can prove powerful in producing different five membered rings. Formation of this palladium pi-allyl complex is followed by the removal of the trimethylsilyl group by nucleophilic attack of the acetate ion.

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B. M. Trost, J. P. Stambuli, S. M. Silverman and U. Schwörer, J. Am. Chem. Soc., 2006, 128, 13328–13329.