Late-Stage Peptide Macrocyclization by Palladium-Catalyzed Site-Selective C-H Olefination of Tryptophan
Late-Stage Peptide Macrocyclization by Palladium-Catalyzed Site-Selective C-H Olefination of Tryptophan
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DOI：
10.1002/anie.202007226
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发表时间：
2020-07-08
影响因子：
16.6
通讯作者：
Wang, Huan
中科院分区：
文献类型：
--
作者：
Bai, Zengbing;Cai, Chuangxu;Wang, Huan
过渡金属催化的C-H活化在具有扩展结构多样性的肽的功能化中显示出潜力。本文报道了通过钯催化的C2和C4位色氨酸残基的位点选择性C（sp（2））-H烯化的后期肽大环化方法的发展。该策略利用肽骨架作为内源性定向基团，并提供获得具有独特Trp-烯烃交联的肽大环的途径。
Transition-metal-catalyzed C-H activation has shown potential in the functionalization of peptides with expanded structural diversity. Herein, the development of late-stage peptide macrocyclization methods by palladium-catalyzed site-selective C(sp(2))-H olefination of tryptophan residues at the C2 and C4 positions is reported. This strategy utilizes the peptide backbone as endogenous directing groups and provides access to peptide macrocycles with unique Trp-alkene crosslinks.