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  • Title: Visible-Light-Promoted C(sp3 )-H Alkylation by Intermolecular Charge Transfer: Preparation of Unnatural α-Amino Acids and Late-Stage Modification of Peptides.
    Author: Wang C, Qi R, Xue H, Shen Y, Chang M, Chen Y, Wang R, Xu Z.
    Journal: Angew Chem Int Ed Engl; 2020 May 04; 59(19):7461-7466. PubMed ID: 32078758.
    Abstract:
    Disclosed herein is the visible-light-promoted deaminative C(sp3 )-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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