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Iodide-Catalyzed Reductions: Development of a Synthesis of Phenylacetic Acids

Jacqueline E. Milne*, Thomas Storz, John T. Colyer, Oliver R. Thiel, Mina Dilmeghani Seran, Robert D. Larsen and Jerry A. Murry

*Chemical Process Research and Development, Amgen Inc., 1 Amgen Center Drive, Thousand Oaks, California 91320, United States, Email: milneamgen.com

J. E. Milne, T. Storz, J. T. Colyer, O. R. Thiel, M. D. Seran, R. D. Larsen, J. A. Murry, J. Org. Chem., 2011, 76, 9519-9524.

DOI: 10.1021/jo2018087 (free Supporting Information)


Abstract

A new convenient and scalable synthesis of phenylacetic acids via iodide catalyzed reduction of mandelic acids relies on in situ generation of hydroiodic acid from catalytic sodium iodide, employing phosphorus acid as the stoichiometric reductant.

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Key Words

deoxygenations, phosphorous acid


ID: J42-Y2011-3330