Paired Electro-Synthesis of Remote Amino Alcohols with/in H 2 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 an...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2024-11, p.e202418277
Main Authors: Fang, Xinyue, Hu, Xinwei, Li, Quan-Xin, Ni, Shao-Fei, Ruan, Zhixiong
Format: Article
Language:English
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Summary: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.202418277