RhI-Catalyzed C[BOND]C Bond Activation: Seven-Membered Ring Synthesis by a [6+1] Carbonylative Ring-Expansion Reaction of Allenylcyclobutanes


  • This research was supported by the National Science Foundation (CHE-040638). Fellowship support from Eli Lilly and Company (R.S. and N.M.D.) is gratefully acknowledged.


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Ever expanding: A RhI-catalyzed C[BOND]C activation reaction of allenylcyclobutanes generates intermediate metallacycles that can be trapped with CO to produce a new [6+1] reaction. Functionalized monocyclic and bicyclic cycloheptenones are obtained in good-to-excellent yields with this [6+1] higher-order carbonylative cycloaddition reaction.