Organic Chemistry Portal



Catalytic Intermolecular Reductive Coupling of Enones and Alkynes

Ananda Herath, Benjamin B. Thompson and John Montgomery*

*Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109-1055, Email:

A. Herath, B. B. Thompson, J. Montgomery, J. Am. Chem. Soc., 2007, 129, 8712-8713.

DOI: 10.1021/ja073300q


A nickel-catalyzed intermolecular reductive coupling of enones and alkynes gives γ,δ-unsaturated ketones. The process does not require formation of a vinyl organometallic, and a variety of functional groups including free hydroxyls and esters are tolerated.

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Evolution of Efficient Strategies for Enone-Alkyne and Enal-Alkyne Reductive Couplings

W. Li, A. Herath, J. Montgomery, J. Am. Chem. Soc., 2009, 131, 17024-17029.

Highly Chemoselective and Stereoselective Synthesis of Z-Enol Silanes

A. Herath, J. Montgomery, J. Am. Chem. Soc., 2008, 130, 8132-8133.

Key Words

Ketones, Alkenes

ID: J48-Y2007-2270