Litcius/Paper detail

Cobalt(III)‐Catalyzed Enantioselective Intermolecular Carboamination by C−H Functionalization

Kristers Ozols, Shunsuke Onodera, Łukasz Woźniak, Nicolai Cramer

2020Angewandte Chemie31 citationsDOI

Abstract

Abstract High‐valent cyclopentadienyl cobalt catalysis is a versatile tool for sustainable C−H bond functionalizations. To harness the full potential of this strategy, control of the stereoselectivity of these processes is necessary. Herein, we report highly enantioselective intermolecular carboaminations of alkenes through C−H activation of N ‐phenoxyamides catalyzed by Co III ‐complexes equipped with chiral cyclopentadienyl (Cp x ) ligands. The method converts widely available acrylates as well as bicyclic olefins into attractive enantioenriched isotyrosine derivatives as well as elaborated amino‐substituted bicyclic scaffolds under very mild conditions. The outlined reactivity is unique to the Cp x Co III complexes and is complementary to the reactivity of 4d‐ and 5d‐ precious‐metal catalysts.

Topics & Concepts

Enantioselective synthesisReactivity (psychology)ChemistryCyclopentadienyl complexBicyclic moleculeCatalysisCobaltIntermolecular forceStereoselectivityCombinatorial chemistrySurface modificationStereochemistryOrganic chemistryMoleculeAlternative medicinePhysical chemistryPathologyMedicineCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsSynthesis and Catalytic Reactions