Highly Diastereoselective Functionalization of Piperidines by Photoredox-Catalyzed α‑Amino C–H Arylation and Epimerization
Walker MM, Koronkiewicz B, Chen S, Houk KN, Mayer JM, Ellman JA. Highly Diastereoselective Functionalization of Piperidines by Photoredox-Catalyzed α‑Amino C–H Arylation and Epimerization. Journal Of The American Chemical Society 2020, 142: 8194-8202. PMID: 32286827, PMCID: PMC7318553, DOI: 10.1021/jacs.9b13165.Peer-Reviewed Original ResearchConceptsDensity functional theoryH arylation reactionTransient absorption spectroscopyArylation reactionFluorescent spectroscopic methodDiastereomer ratiosΑ-amino CElectron transfer processAbsorption spectroscopyMultiple substitution patternsFunctional theoryDiastereoselective functionalizationRelative energiesSlow epimerizationReaction conditionsSpectroscopic methodsH arylationPure productsGood yieldsSubstitution patternTransfer processObserved distributionHigh diastereoselectivityPiperidine derivativesRadical formation
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