Regio- and Stereoselective Copper-Catalyzed Synthesis of Vicinal Haloamino Ketones from α,β-Unsaturated Ketones
Dianjun Chen, Cody Timmons, Steven Chao, Guigen Li*
*Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX 79409-1061, USA, Email: guigen.littu.edu
D. Chen, C. Timmons, S. Chao, G. Li, Eur. J. Org. Chem., 2004, 3097-3101.
The regio- and stereoselective aminochlorination of α,β-unsaturated ketones with N,N-dichloro-p-toluenesulfonamide (4-TsNCl2) and CuOTf as catalyst provides an easy access to vicinal haloamino ketones, with excellent regioselectivity and good yields. Aromatic and aliphatic enones give opposite regioselectivity.
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