Stereoselective Construction of γ-Lactams via Copper-Catalyzed Borylacylation
Alexa Torelli, Andrew Whyte, I. E. Polishchuk, Jonathan Bajohr, Mark Lautens
Abstract
A versatile and highly stereoselective borylative cyclization to generate polyfunctionalized γ-lactams has been developed. The stereoselective synthesis of these key ring systems is crucial due to their ubiquity in natural products. We report the diastero- and enantioselective construction of di- and trisubstituted γ-lactam cores, with examples containing an enantioenriched quaternary carbon.
Topics & Concepts
StereoselectivityChemistryEnantioselective synthesisCombinatorial chemistryCatalysisQuaternary carbonRing (chemistry)CopperBeta-lactamStereoisomerismLactamStereochemistryOrganic chemistryAntibioticsBiochemistryOrganoboron and organosilicon chemistrySynthetic Organic Chemistry MethodsCatalytic C–H Functionalization Methods