期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 24, 页码 8182-8186出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201901922
关键词
hypervalent iodine; late-stage functionalization; organic dyes; peptides; photoredox catalysis
资金
- ERC (European Research Council, Starting Grant iTools4MC) [334840]
- NCCR Chemical Biology (SNSF)
- EPFL
- EPFL-ISIC
- European Research Council (ERC) [334840] Funding Source: European Research Council (ERC)
We report the first decarboxylative alkynylation of the C-terminus of peptides starting from free carboxylic acids. The reaction is fast, metal-free, and proceeds cleanly to afford alkynylated peptides with a broad tolerance for the C-terminal amino acid. By the use of hypervalent iodine reagents, the introduction of a broad range of functional groups was successful. C-terminal selectivity was achieved by differentiation of the oxidation potentials of the carboxylic acids based on the use of fine-tuned organic dyes.
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