Palladium(II)-Catalyzed Site-Selective C(sp<sup>3</sup>)–H Alkenylation of Oligopeptides

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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Publication Details

Journal
Organic Letters
Published
2024-10-24
DOI
https://doi.org/10.1021/acs.orglett.4c03365
Citations
3
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.75

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article

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

Lin Dong, Xingxing Ding, Bing-Tong Li
3 citations
Organic Letters
Catalytic C–H Functionalization Methods
0.75
article

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

Lin Dong, Xingxing Ding, Bing-Tong Li
article en
3 citations

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.

Organic LettersVol. 26(44)
Sichuan University (CN)
Higher Education Discipline Innovation Project, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 32%
Catalytic C–H Functionalization Methods
0.75
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