Organic Letters · 2019 · 56 citations · 73 references
Natural SciencesChemistryBiocatalysisCatalysisOrganometallic ChemistryCatalytic MechanismsPhotocatalysisPhotochemical SynthesisPhotochemistryAmino Acid EstersAsymmetric CatalysisAsymmetric Catalyst DesignEnantioselective SynthesisFriedel-crafts AcylationPhotocatalytic SynthesisPhotoredox CatalysisVisible-light Photocatalysis
In the presence of visible-light photoredox and chiral phosphate catalysts, a novel asymmetric Friedel-Crafts reaction of indoles and readily accessible α-amino acid derived redox-active esters is established to afford enantioenriched 1-indolyl-1-alkylamine derivatives in moderate to high yields and with high levels of enantioselectivities. This method not only shows a mild and efficient alternative for the in situ generation of N-acyl imines but also indicates the feasibility of a multicatalyst system for asymmetric photoredox catalysis.
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Photoredox Catalysis in Organic Chemistry
Megan H. Shaw, Jack Twilton, David W. C. MacMillan · The Journal of Organic Chemistry · 2016 · 3.1K citations · Full text