Palladium(II)-Catalyzed Site-Selective C(sp3)–H Alkenylation of Oligopeptides

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-10-24 DOI:10.1021/acs.orglett.4c03365

Bing-Tong Li, Xing-Xing Ding, Lin Dong

引用次数: 0

Abstract

An innovative palladium-catalyzed alkenylation of peptides and vinyl iodides has been developed. This method does not require the introduction of a directing group and uses carboxylic acid groups as endogenous directing groups. It is noteworthy that two key building blocks for the ilamycins and CXCR7 modulators were prepared using our methodology. In addition, the free carboxylic acid residue can be linked to a variety of other compounds, providing a novel approach to the synthesis of peptide drugs in the future.

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钯（II）催化的低聚肽的位点选择性 C（sp3）-H 烯基化反应

我们开发了一种创新的钯催化肽和乙烯基碘化物的烯化反应。这种方法不需要引入指导基团，而是使用羧酸基团作为内源指导基团。值得注意的是，利用我们的方法制备出了伊拉美霉素和 CXCR7 调节剂的两个关键构件。此外，游离的羧酸残基可与多种其他化合物连接，为将来合成多肽药物提供了一种新方法。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.