Paired Electro‐Synthesis of Remote Amino Alcohols with/in H<sub>2</sub>O

Amino alcohols, particularly remote amino alcohols and peptide alcohols, are valuable due to their functional diversity in biologically active compounds. However, traditional synthesis methods face significant challenges, making electrochemistry an attractive alternative. We have developed a mild and biocompatible sequential paired electrolysis strategy, leveraging copper-electrocatalysis to synthesize diverse remote amino alcohols, including unnatural peptide alcohols. Both experimental results and density functional theory (DFT) calculations demonstrated that water serves as both the hydroxyl source and the solvent, facilitating the generation of CuH with Cu(I) at the cathode, which in turn reduces the aldehyde intermediates formed during the reaction.

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Publication Details

Journal
Angewandte Chemie International Edition
Published
2024-11-13
DOI
https://doi.org/10.1002/anie.202418277
Citations
19
Primary Topic
Electrocatalysts for Energy Conversion
Type
article
Field-Weighted Citation Impact
1.95

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article

Paired Electro‐Synthesis of Remote Amino Alcohols with/in H2O

Xinyue Fang, Zhixiong Ruan, Xinwei Hu
19 citations
Angewandte Chemie International Edition
Electrocatalysts for Energy Conversion
1.95
article

Paired Electro‐Synthesis of Remote Amino Alcohols with/in H2O

Xinyue Fang, Zhixiong Ruan, Xinwei Hu
article en
19 citations

Abstract

Amino alcohols, particularly remote amino alcohols and peptide alcohols, are valuable due to their functional diversity in biologically active compounds. However, traditional synthesis methods face significant challenges, making electrochemistry an attractive alternative. We have developed a mild and biocompatible sequential paired electrolysis strategy, leveraging copper-electrocatalysis to synthesize diverse remote amino alcohols, including unnatural peptide alcohols. Both experimental results and density functional theory (DFT) calculations demonstrated that water serves as both the hydroxyl source and the solvent, facilitating the generation of CuH with Cu(I) at the cathode, which in turn reduces the aldehyde intermediates formed during the reaction.

Angewandte Chemie International EditionVol. 64(6)
Shantou University (CN), State Key Laboratory of Respiratory Disease (CN), Guangzhou Medical University (CN)
National Natural Science Foundation of China, Guangzhou Municipal Science and Technology Project, Basic and Applied Basic Research Foundation of Guangdong Province
Clean water and sanitation
Openalex Percentile: Top 14%
Electrocatalysts for Energy Conversion
1.95
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