铜催化的伯醇氧化为羧酸的有氧反应。

Copper-catalyzed aerobic oxidation of primary alcohols to carboxylic acids.

机构信息

Research Center for Molecular Recognition and Synthesis, Department of Chemistry, Fudan University, 220 Handan Lu, Shanghai 200433, P. R. China.

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, P. R. China.

出版信息

Chem Commun (Camb). 2023 Apr 27;59(35):5281-5284. doi: 10.1039/d3cc00963g.

DOI:10.1039/d3cc00963g

PMID:37060112

Abstract

Here, the first copper-catalyzed aerobic oxidation of primary alcohols to carboxylic acids with TEMPO and KHSO as the co-catalysts has been developed. The reaction exhibits excellent substrate scope and functional group compatibility under mild conditions. Even the very sensitive chiral alcohols, chiral amino alcohols, and alcohol-containing steroid skeletons may be oxidized to afford the corresponding carboxylic acids or lactones without racemization.

摘要

本文首次发展了铜催化、TEMPO 和 KHSO4 共催化的伯醇氧化为羧酸的反应。该反应在温和条件下具有优异的底物范围和官能团兼容性。即使是非常敏感的手性醇、手性氨基醇和含醇甾体骨架也可以被氧化而不发生外消旋化得到相应的羧酸或内酯。