期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 22, 期 37, 页码 13114-13119出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201601832
关键词
biaryls; C-H activation; cyclization; palladium; peptides
资金
- DGICYT-Spain [CTQ2015-67870-P]
- Generalitat de Catalunya [2014 SGR 137]
- Ministerio de Educacion, Cultura y Deporte-Spain
A series of short tryptophan-phenylalanine peptides containing an iodo substituent on the phenyl ring was subjected to Pd-catalyzed CH activation reactions to give the corresponding aryl-indole coupled products. Two types of adducts were generated: cyclomonomer and cyclodimeric peptides; no evidence of oligo-or polymerization products was detected. Contrary to standard peptide macrocyclizations, the factors controlling the fate of the reaction are the number of amino acids between the aromatic residues and the regiochemistry of the parent iodo derivative, independent of both the concentration and the cyclization mode. The method is general and allows access to novel biaryl peptidic topologies, which have been fully characterized.
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