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A photoredox-catalyzed oxidative decarboxylative coupling of small peptides is reported, giving access to a variety of N,O-acetals. They were used as intermediates for the addition of phenols and indoles, leading to novel peptide scaffolds and bioconjugates. Amino acids with nucleophilic side chains, such as serine, threonine, tyrosine and tryptophan, could also be used as partners to access tri- and tetrapeptide derivatives with non-natural cross-linking.
Tamar Kohn, Shotaro Torii, Aleksandar Antanasijevic
Luc Reymond, Fabien Kuttler, Milena Maria Schuhmacher, Daria Korotkova, Manon Sandra Bardyn, Triana Amen
Jérôme Waser, Christine Alice Jacqueline Marty