Decarboxylative Peptide Macrocyclization through Photoredox Catalysis
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- 作者：Stefan J. McCarver ; Jennifer X. Qiao ; Joseph Carpenter ; Robert M. Borzilleri ; Michael A. Poss ; Martin D. Eastgate ; Michael M. Miller and Prof. Dr. David W. C. MacMillan
- 刊名：Angewandte Chemie
- 出版年：2017
- 出版时间：January 16, 2017
- 年：2017
- 卷：129
- 期：3
- 页码：746-750
- 全文大小：2898K
- ISSN：1521-3757
文摘
A method for the decarboxylative macrocyclization of peptides bearing N-terminal Michael acceptors has been developed. This synthetic method enables the efficient synthesis of cyclic peptides containing γ-amino acids and is tolerant of functionalities present in both natural and non-proteinogenic amino acids. Linear precursors ranging from 3 to 15 amino acids cyclize effectively under this photoredox method. To demonstrate the preparative utility of this method in the context of bioactive molecules, we synthesized COR-005, a somatostatin analogue that is currently in clinical trials.