Enantioselective Cross-Coupling of Electron-Deficient Alkenes via Ir-Catalyzed Vinylic sp<sup>2</sup> C–H Alkylation
Takanori Shibata, M. Kojima, Sahoko Onoda, Mamoru Ito
Abstract
A chiral Ir-catalyzed reaction of α-aryl-α,β-unsaturated amides with β-substituted acrylates proceeded to give formal conjugate adducts in high yield and ee (up to 99% yield and up to 95% ee). This is the first example of the enantioselective cross-coupling of two different electron-deficient alkenes via vinylic sp2 C–H activation, and polyfunctionalized chiral compounds were obtained.
Topics & Concepts
ChemistryEnantioselective synthesisYield (engineering)ConjugateCatalysisAlkylationArylAdductMedicinal chemistryAlkeneStereochemistryOrganic chemistryAlkylMaterials scienceMetallurgyMathematicsMathematical analysisCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling Reactions