Fe(III)-Catalyzed Aerobic Oxidation of 1,4-Diols

被引:6
作者
Li, Junlin [1 ]
Liu, Jinxian [1 ]
Fu, Chunling [1 ]
Ma, Shengming [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Lab Mol Recognit & Synth, Hangzhou 310027, Zhejiang, Peoples R China
来源
CHINESE JOURNAL OF CHEMISTRY | 2023年 / 41卷 / 16期
基金
中国国家自然科学基金;
关键词
Aerobic oxidation; 1,4-Diol; gamma-Lactone; Catalysis; Iron; TEMPO; KCl; Chemoselectivity; Chirality; Selective oxidation; ALCOHOLS; LACTONE; LACTONIZATION; CATALYSIS; DIOLS;
D O I
10.1002/cjoc.202200768
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Aerobic oxidation has been catching more and more attention because of its atom economy and environmental friendliness. Oxidation of diols is a challenge due to various oxidative products. Thus, highly selective aerobic oxidation affording specific products is of current interest. In this work, a combination of Fe(NO3)(3)center dot 9H(2)O/TEMPO/KCl catalysis has been identified as an efficient recipe for the aerobic oxidation of 1,4-diols affording gamma-butyrolactones under mild conditions. The reaction exhibits decent chemo- and regioselectivity of symmetrical and unsymmetrical 1,4-diols. The optically active gamma-lactones may also be prepared from optically active 1,4-diols without erosion of the ee via this method. Furthermore, this approach was successfully applied to synthesize NBP, a commercial drug.
引用
收藏
页码:1963 / 1966
页数:4
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