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Synthesis of Z-Enamides through Heterogeneous Gold-Catalyzed Stereoselective Hydrogenation of Ynamides

Long Lin, Xiaojun Zeng*, Bo Xu*

*College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, China, Email:,

L. Lin, X. Zeng, B. Xu, J. Org. Chem., 2019, 84, 11240-11246.

DOI: 10.1021/acs.joc.9b01450

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A heterogeneous Au/TiO2 catalyzed stereoselective hydrogenation of ynamides provides Z-enamides in a highly stereoselective manner in the presence of inexpensive ammonium formate as the hydrogen source. The commercially available gold nanoparticle catalyst could be recycled multiple times without a significant loss of activity.

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Key Words

semihydrogenation, enamides, ammonium formate

ID: J42-Y2019