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Copper-catalyzed aminohalogenation using the 2-NsNCl(2)/2-NsNHNa combination as the nitrogen and halogen sources for the synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-arylpropionates
Authors:Li G  Wei H X  Kim S H
Affiliation:Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA. qeggl@ttu.edu
Abstract:New regio- and stereoselective aminohalogenation of cinnamic esters has been developed using the combination of 2-NsNCl(2)/2-NsNHNa as the nitrogen and chlorine sources and copper(I) triflate as the catalyst. The new procedure provides an efficient synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-phenylpropionate derivatives. Nine examples are presented with good yields (62-82%) and stereoselectivity ((5:1)-(30:1)).
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