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Ligand Control of E/Z Selectivity in Nickel-Catalyzed Transfer Hydrogenative Alkyne Semireduction

Edward Richmond and Joseph Moran*

*ISIS & icFRC, Université de Strasbourg & CNRS, 8 allée Gaspard Monge, 67000 Strasbourg, France, Email: moranunistra.fr

E. Richmond, J. Moran, J. Org. Chem., 2015, 80, 6922-6929.

DOI: 10.1021/acs.joc.5b01047


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Abstract

Ni catalysis enables a transfer hydrogenative alkyne semireduction protocol that can be applied to both internal and terminal alkynes in the presence of formic acid and Zn as the terminal reductants. Both (E)- and (Z)-isomers can be accessed selectively under similar reaction conditions.

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Key Words

semireduction of alkynes, Zn, formic acid


ID: J42-Y2015