Copper-Catalyzed Propargylation of Terminal Olefins to Skipped Enynes.

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A highly efficient and easy to operate method for synthesizing skipped enynes catalyzed by copper has been reported for the first time. A wide variety of skipped enynes were obtained in acceptable to good yields employing nonactivated terminal olefins as nucleophiles under mild conditions. This protocol features broad substrate scope and high functional group tolerance, therefore enabling late-stage functionalization and a scale-up experiment further to highlight the synthetic utility.