Fe(0)-Mediated Synthesis of Tri- and Tetra-Substituted Olefins from Carbonyls: An Environmentally Friendly Alternative to Cr(II)

J. R. Falck,* Romain Bejot, Deb K. Barma, Anish Bandyopadhyay, Suju Joseph and Charles Mioskowski

*Department of Biochemistry, University of Texas Southwestern Medical Center, Dallas, Texas 75390, Email: j.falckutsouthwestern.edu

J. R. Falck, R. Bejot, D. K. Barma, A. Bandyopadhyay, S. Joseph, C. Mioskowski, J. Org. Chem., 2006, 71, 8178-8182.

DOI: 10.1021/jo061445u

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Abstract

Fe(0) is cost-effective, environmentally friendly alternative to Cr(II) for the olefination of carbonyls by activated polyhalides. Fe(0) proved compatible with a wide range of functionality, such as unprotected phenol, aryl nitro, carboxylic acid, and alkyl nitrile.

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Key Words

Olefination, Z-Alkenes, E-Alkenes, Iron

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ID: J42-Y2006-3230