Angewandte Chemie International Edition · 2020 · 193 citations · 76 references
Natural SciencesBiochemistryMedicinal ChemistryBiophysical ChemistryPost-translational ModificationProtein EngineeringAmino Acid ChemistryPeptide ChemistryPhotochemical SynthesisAmino AcidsIntermolecular Electron TransferMild Reaction Conditions
)-H alkylation of glycine and peptides using Katritzky salts as electrophiles. Simple reaction conditions and excellent functional-group tolerance provide a general strategy for the efficient preparation of unnatural α-amino acids and precise modification of peptides with unnatural α-amino-acid residues. Mechanistic studies suggest that visible-light-promoted intermolecular charge transfer within a glycine-Katritzky salt electron donor-acceptor (EDA) complex induces a single-electron transfer process without the assistance of photocatalyst.
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A general alkyl-alkyl cross-coupling enabled by redox-active esters and alkylzinc reagents
Tian Qin, Josep Cornellà, Chao Li et al. · Science · 2016 · 744 citations