Photocatalytic Decarboxylative Allylation of α-Amino Acids and Peptides under Metal-Free Conditions

We developed an organophotoredox catalytic system to facilitate the decarboxylative allylation coupling process concerning α-amino acids and related C-terminal carboxylate peptides using Morita-Baylis-Hillman adducts as allylic precursors. This metal-free method operates under mild conditions and is compatible with various amino acids. The versatility of this protocol, particularly in chemical biology research, has been preliminarily demonstrated through the ligation of bioactive peptide chains.

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Publication Details

Journal
Organic Letters
Published
2024-09-16
DOI
https://doi.org/10.1021/acs.orglett.4c03038
Citations
7
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
1.75

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article

Photocatalytic Decarboxylative Allylation of α-Amino Acids and Peptides under Metal-Free Conditions

Dongping Wang, Teck‐Peng Loh, Yanyu Lu, Zhenguo Zhang et al.
7 citations
Organic Letters
Radical Photochemical Reactions
1.75
article

Photocatalytic Decarboxylative Allylation of α-Amino Acids and Peptides under Metal-Free Conditions

Dongping Wang, Teck‐Peng Loh, Yanyu Lu, Zhenguo Zhang, Yinlei Zhang, Shirui Wang, Peizhong Xie, C. Ju
article en
7 citations

Abstract

We developed an organophotoredox catalytic system to facilitate the decarboxylative allylation coupling process concerning α-amino acids and related C-terminal carboxylate peptides using Morita-Baylis-Hillman adducts as allylic precursors. This metal-free method operates under mild conditions and is compatible with various amino acids. The versatility of this protocol, particularly in chemical biology research, has been preliminarily demonstrated through the ligation of bioactive peptide chains.

Organic LettersVol. 26(38)
Nanjing Tech University (CN), Nanyang Technological University (SG), Henan University of Technology (CN)
Agency for Science, Technology and Research, Nanyang Technological University, National Natural Science Foundation of China, Natural Science Foundation of Jiangsu Province, Six Talent Peaks Project in Jiangsu Province
Clean water and sanitation
Openalex Percentile: Top 16%
Radical Photochemical Reactions
1.75
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Photocatalytic Decarboxylative Allylation of α-Amino Acids and Peptides under Metal-Free Conditions — Dongping Wang, Teck‐Peng Loh, et al. · Organic Letters (2024) | TGRS Research Map | TGRS