Paired Electro‐Synthesis of Remote Amino Alcohols with/in H2O DOI
Zhixiong Ruan,

Xinyue Fang,

Xinwei Hu

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 13, 2024

Abstract Amino alcohols, particularly remote amino alcohols and peptide 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 biocompatible sequential paired electrolysis strategy, leveraging copper‐electrocatalysis synthesize diverse including unnatural alcohols. Both experimental results density theory (DFT) calculations demonstrated that water serves as both the hydroxyl source solvent, facilitating generation of CuH with Cu(I) at cathode, which turn reduces aldehyde intermediates formed during reaction.

Language: Английский

Paired Electro‐Synthesis of Remote Amino Alcohols with/in H2O DOI Open Access
Zhixiong Ruan,

Xinyue Fang,

Xinwei Hu

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 13, 2024

Abstract Amino alcohols, particularly remote amino alcohols and peptide 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 biocompatible sequential paired electrolysis strategy, leveraging copper‐electrocatalysis synthesize diverse including unnatural alcohols. Both experimental results density theory (DFT) calculations demonstrated that water serves as both the hydroxyl source solvent, facilitating generation of CuH with Cu(I) at cathode, which turn reduces aldehyde intermediates formed during reaction.

Language: Английский

Citations

3
Manganese/Enzyme Sequential Catalytic Pathway for the Production of Optically Active γ-Functionalized Alcohols DOI
Meng Deng, Jiaqi Yang, Z.-G. Kong

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 9103 - 9109

Published: June 6, 2024

A brief, practical catalytic process for the production of optically active γ-functionalized alcohols from relevant alkenes has been developed by using a robust Mn(III)/air/(Me2SiH)2O system combined with lipase-catalyzed kinetic resolution. This approach demonstrates exceptional tolerance toward proximal functional groups present on alkenes, enabling achievement high yields and exclusive enantioselectivity. Under this sequential system, chiral alkene precursors can also be converted into related acetates as separable single enantiomers.

Language: Английский

Citations

1
Direct site-selective C(sp<sup>3</sup>)–H functionalization of unprotected non-activated alcohols DOI
Vaneet Aggarwal, Ankit Kachore, Ekta Bala

et al.

Russian Chemical Reviews, Journal Year: 2024, Volume and Issue: 93(6), P. RCR5123 - RCR5123

Published: June 1, 2024

Free alcohols are ubiquitous in nature, drugs, bulk chemicals, and various complex molecules. The abundantly available free aliphatic alcohols, being inexpensive, sustainable starting materials organic synthesis to construct value-added scaffolds. Direct C(sp<sup>3</sup>)–H functionalization of inert bonds alcoholic chain is challenging due their inactive nature towards chemical reactions also multiple similar C–H for reaction at a time. Barton process, which classical method generating alkoxyl radicals, has been widely used the remote using strategy 1,5-hydrogen atom transfer (1,5-HAT). However, requirement pre-activation not only adds extra tedious steps but also, these precursors prepare handle. Generating desired radicals from difficult task affects economy reactions. Numerous methods covering unprotected non-activated diverse (α-, β-, γ-, δ-) positions access functionalized elaborated here. A precise focused compilation will help understand what established how new methodologies can be developed future needs. <br> bibliography includes 158 references.

Language: Английский

Citations

0
Paired Electro‐Synthesis of Remote Amino Alcohols with/in H2O DOI
Zhixiong Ruan,

Xinyue Fang,

Xinwei Hu

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 13, 2024

Abstract Amino alcohols, particularly remote amino alcohols and peptide 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 biocompatible sequential paired electrolysis strategy, leveraging copper‐electrocatalysis synthesize diverse including unnatural alcohols. Both experimental results density theory (DFT) calculations demonstrated that water serves as both the hydroxyl source solvent, facilitating generation of CuH with Cu(I) at cathode, which turn reduces aldehyde intermediates formed during reaction.

Language: Английский

Citations

0