Radical-Mediated Activation of Esters with a Copper/Selectfluor System: Synthesis of Bulky Amides and Peptides
Radical-Mediated Activation of Esters with a Copper/Selectfluor System: Synthesis of Bulky Amides and Peptides
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DOI：
10.1021/acs.joc.1c00188
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发表时间：
2021-03-15
影响因子：
3.6
通讯作者：
Maruoka, Keiji
中科院分区：
文献类型：
--
作者：
Matsumoto, Akira;Wang, Zhe;Maruoka, Keiji
在这里，我们描述了一种新的方法，通过自由基介导的过程，使铜/Selectfluor系统的酯的活化。由大体积羧酸和氨基酸衍生的各种对甲氧基苄基酯可以容易地转化为相应的酰氟，直接用于酰胺和肽的一锅合成。作为概念的证明，这种方法被施加到空间位阻酰胺键的迭代形成。
Herein, we describe a new approach for the activation of esters via a radical-mediated process enabled by a copper/Selectfluor system. A variety of para-methoxybenzyl esters derived from bulky carboxylic acids and amino acids can be easily converted into the corresponding acyl fluorides, directly used in the one-pot synthesis of amides and peptides. As a proof of concept, this method was applied to the iterative formation of sterically hindered amide bonds.