Metal-Catalyzed [2+2+1] Cycloadditions of 1,3-Dienes, Allenes, and CO


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


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Closing the circle: RhI-catalyzed [2+2+1] cycloadditions are achieved under mild reaction conditions and in good to excellent yields with catalyst loading as low as 0.1 mol %. The diene–allenes react selectively with the proximal double bonds of the allene and diene units, thus allowing for a variety of substitutions. DCE=1,2-dichloroethane, TFE=2,2,2-trifluoroethanol, Ts=tosyl.