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General and Selective Copper-Catalyzed Reduction of Tertiary and Secondary Phosphine Oxides: Convenient Synthesis of Phosphines

Yuehui Li, Shoubhik Das, Shaolin Zhou, Kathrin Junge and Matthias Beller*

*Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert Einstein Str. 29a, 18059 Rostock, Germany, Email: matthias.bellercatalysis.de

Y. Li, S. Das, S. Zhou, K. Junge, M. Beller, J. Am. Chem. Soc., 2012, 134, 9727-9732.

DOI: 10.1021/ja301764m (free Supporting Information)


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Abstract

Phosphine oxides are selectively reduced to phoshphines in the presence of other reducible functional groups such as ketones, esters, and olefins using tetramethyldisiloxane (TMDS) as a mild reducing agent in the presence of copper complexes. Based on this transformation, an efficient one pot reduction/phosphination domino sequence generates functionalized aromatic and aliphatic phosphines in good yields.

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Highly Chemoselective Metal-Free Reduction of Phosphine Oxides to Phosphines

Y. Li, L.-Q. Lu, S. Das, S. Pisiewicz, K. Junge, M. Beller, J. Am. Chem. Soc., 2012, 134, 18325-18329.


Key Words

Reduction of Phosphine Oxides, Phosphines, Tetramethyldisiloxane


ID: J48-Y2012-1900