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A Cu-catalyzed radical reaction of Cl2C(CN)2 was utilized for stereoselective conversion of unsaturated molecules into functionalized carbocycles. Chloromalononitrile radicals, generated by treating Cl2C(CN)2 with catalytic amounts of CuCl and dppf in refluxing dioxane, intermolecularly reacted with the unsaturated bonds of acyclic or 10-membered compounds. The resultant carboradicals then intramolecularly...
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