Photo from archive.org
Abstract A Cu-catalyzed radical reaction of Cl 2 C(CN) 2 was utilized for stereoselective conversion of unsaturated molecules into functionalized carbocycles. Chloromalononitrile radicals, generated by treating Cl 2 C(CN) 2… Click to show full abstract
Abstract A Cu-catalyzed radical reaction of Cl 2 C(CN) 2 was utilized for stereoselective conversion of unsaturated molecules into functionalized carbocycles. Chloromalononitrile radicals, generated by treating Cl 2 C(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 added to another unsaturated bond to produce 1,2-disubstituted cyclopentane or trans -decalin derivatives. The chemo- and stereoselectivities of these radical cascade reactions are discussed in detail.
Journal Title: Tetrahedron
Year Published: 2017
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!