Transition‐metal trifluoromethane‐sulphonates‐recyclable catalysts for the synthesis of branched fatty derivatives by Diels‐Alderreactions at unsaturated fatty esters

Autor: Behr, Arno, Fiene, Martin, Naendrup, Franz, Schürmann, Klaus
Zdroj: European Journal of Lipid Science and Technology; May 2000, Vol. 102 Issue: 5 p342-350, 9p
Abstrakt: Diels‐Alderreactions of conjugated linoleic acid ethyl ester (1)with different quinones and with a variety of α/βunsaturated aldehydes and ketones are described in this paper. Using Sc(OTf)3or Cu(OTf)2as catalysts the reactions can be carried out at 25—40 °C with good yields. For the first time in oleochemistry it is possible to prepare Diels‐Aldercycloadditions 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)3can 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.
Databáze: Supplemental Index