Cobalt-Catalyzed Enantioselective Hydroarylation of 1,6-Enynes
Andrew Whyte, Alexa Torelli, Bijan Mirabi, Liher Prieto, José F. Rodríguez, Mark Lautens
Abstract
An asymmetric hydroarylative cyclization of enynes involving a C-H bond cleavage is reported. The cobalt-catalyzed cascade generates three new bonds in an atom-economical fashion. The products were obtained in excellent yields and excellent enantioselectivities as single diastereo- and regioisomers. Preliminary mechanistic studies indicate that the reaction shows no intermolecular C-H crossover. This work highlights the potential of cobalt catalysis in C-H bond functionalization and enantioselective domino reactivity.
Topics & Concepts
ChemistryEnantioselective synthesisCatalysisCobaltDominoBond cleavageIntermolecular forceReactivity (psychology)Combinatorial chemistryCascadeStructural isomerStereochemistryOrganic chemistryMoleculePathologyChromatographyAlternative medicineMedicineCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCatalytic Cross-Coupling Reactions