The cooperative action of copper and nickel catalysts enables a stereospecific hydroalkylation of terminal alkynes with alkyl iodides to provide E-alkenes with excellent anti-Markovnikov selectivity. The reaction can be accomplished in the presence of esters, nitriles, aryl bromides, ethers, alkyl chlorides, anilines, and a wide range of nitrogen-containing heteroaromatic compounds.
A. Hazra, J. Chen, G. Lalic, J. Am. Chem. Soc., 2019, 141, 12464-12469.