Transition Metal-Catalyzed Regioselective and Stereoselective Aminochlorination of Cinnamic Esters
Guigen Li, Han-Xun Wei, Sun Hee Kim and Margret Neighbors
*Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, Email: guigen.littu.edu
G. Li, H.-X. Wei, S. H. Kim, M. Neighbors, Org. Lett., 1999, 1, 395-397.
An aminohalogenation of cinnamic esters with N,N-dichloro-p-toluenesulfonamide provides vicinal chloroamine derivatives in very good yields. The reaction was performed in MeCN using ZnCl2 or Cu(OTf)2 as catalyst. The stereochemistry was unambiguously determined by transforming one of the products to a known sample.
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