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Copper-Catalyzed Tertiary Alkylative Cyanation for the Synthesis of Cyanated Peptide Building Blocks
Journal of the American Chemical Society ( IF 15.0 ) Pub Date : 2020-01-15 , DOI: 10.1021/jacs.9b11349
Naoki Miwa 1 , Chihiro Tanaka 1 , Syo Ishida 1 , Goki Hirata 1 , Jizhou Song 2 , Takeru Torigoe 2, 3 , Yoichiro Kuninobu 2, 3 , Takashi Nishikata 1
Affiliation  

In this paper, we report efficient cyanation of various peptides containing the α-bromocarbonyl moiety using a Cu-catalyzed radical-based methodology employing zinc cyanide as the cyanide source. Mechanistic studies revealed that in situ formed CuCN was a key intermediate during the catalytic cycle. Our method could be useful for the synthesis of modified peptides containing quaternary carbons.

中文翻译:

铜催化叔烷基化氰化用于合成氰化肽结构单元

在本文中,我们报告了使用氰化锌作为氰化物源的铜催化自由基方法对含有 α-溴羰基部分的各种肽进行有效氰化。机理研究表明,原位形成的 CuCN 是催化循环过程中的关键中间体。我们的方法可用于合成含有季碳的修饰肽。
更新日期:2020-01-15
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