Nickel-catalyzed intramolecular desymmetrization addition of aryl halides to 1,3-diketones
Pan Zhou, Tao Xu
Abstract
A nickel-catalyzed intramolecular addition of aryl halides to 1,3-diketones was first developed. This desymmetrization reaction afforded polycyclic products bearing two tetrasubstituted centers with excellent diastereoselectivities and high yields. Moderate enantioselectivities were achieved in the presence of a chiral ligand. This transformation has great potential for the synthesis of polycyclic compounds including spiro[4,4,3,0] compounds.
Topics & Concepts
DesymmetrizationIntramolecular forceHalideArylChemistryCatalysisNickelLigand (biochemistry)TolueneAryl halideCombinatorial chemistryMedicinal chemistryOrganic chemistryEnantioselective synthesisPalladiumAlkylReceptorBiochemistryAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis