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Palladium-Catalyzed Alkylation of 1,4-Dienes by C[BOND]H Activation


  • We thank the NSF (CHE 0948222) for their generous support of our programs. M.M.H. acknowledges support from the Studienstiftung des deutschen Volkes and the DAAD–PROMOS scholarship; D.A.T. acknowledges support from a Stanford Graduate Fellowship (The William K. Bowes, Jr. Foundation).


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Activated: The title reaction proceeds with a broad range of nucleophiles and variously substituted 1,4-dienes under mild conditions, and provides direct access to the corresponding 1,3-diene-containing products with high regio- and stereocontrol (see scheme; 2,6-DMBQ=2,6-dimethylbenzoquinone, EWG=electron-withdrawing group). This is the first catalytic allylic C[BOND]H alkylation that proceeds in the absence of sulfoxide ligands.