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Catalytic Cross-Coupling of Alkylzinc Halides with α-Chloroketones

Chrysa F. Malosh and Joseph M. Ready*

*Department of Biochemistry, The University of Texas Southwestern Medical Center at Dallas, 5323 Harry Hines Boulevard, Dallas, Texas 75390-9038, Email: Joseph.Readyutsouthwestern.edu

C. F. Malosh, J. M. Ready, J. Am. Chem. Soc., 2004, 126, 10240-20241.

DOI: 10.1021/ja0467768 (free Supporting Information)


Abstract

The Cu(acac)2-catalyzed cross-coupling of alkylzinc halides with α-chloroketones introduces primary and secondary alkyl groups adjacent to a ketone carbonyl under mild reaction conditions and in good yield. The reaction proceeds stereospecifically with inversion of stereochemistry.

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Key Words

α-Alkylation, α-Chloroketones


ID: J48-Y2004-1670