Transition-metal trifluoromethane-sulphonates -: recyclable catalysts for the synthesis of branched fatty derivatives by Diels-Alder reactions at unsaturated fatty esters

被引：1

作者：

Behr, A

Fiene, M

Naendrup, F

Schürmann, K

机构：

[1] Univ Dortmund, Chair Proc Dev, Dept Chem Engn, D-44227 Dortmund, Germany

[2] SPIN UP, Lunen, Germany

来源：

EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY | 2000年 / 102卷 / 05期

关键词：

Diels-Alder reaction; fatty acid derivatives; homogeneous catalysis; Lewis acids; catalyst recycle;

D O I：

10.1002/(SICI)1438-9312(200005)102:5<342::AID-EJLT342>3.0.CO;2-J

中图分类号：

TS2 [食品工业];

学科分类号：

0832 ;

摘要：

Diels-Alder reactions of conjugated linoleic acid ethyl ester (1) with different quinones and with a variety of alpha/beta-unsaturated aldehydes and ketones are described in this paper. Using Sc(OTf)(3) or Cu(OTf)(2) as catalysts the reactions can be carried out at 25-40 degrees C with good yields. For the first time in oleochemistry it is possible to prepare Diels-Alder cycloadditions with catalyst concentrations of 10 mol-% instead of stoichiometric amounts of Lewis acids. Furthermore, the reaction time was partly shortened drastically. The catalyst Sc(OTf)(3) can be removed by a simple extraction of the organic layer with water. After evaporation of the aqueous phase to dryness the catalyst can be reused without loss of yield.

引用

页码：342 / 350

页数：9