57568-16-8Relevant academic research and scientific papers
Method of producing dicarboxylic acids
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Page/Page column 14; 18, (2009/05/29)
A method of producing dicarboxylic acids (e.g., α,ω dicarboxylic acids) by reacting a compound having a terminal COOH (e.g., unsaturated fatty acid such as oleic acid) and containing at least one carbon-carbon double bond with a second generation Grubbs catalyst in the absence of solvent to produce dicarboxylic acids. The method is conducted in an inert atmosphere (e.g., argon, nitrogen). The process also works well with mixed unsaturated fatty acids obtained from soybean, rapeseed, tall, and linseed oils.
METATHESIS REACTIONS OF UNSATURATED ESTERS CATALYZED BY HOMOGENEOUS TUNGSTEN COMPLEXES. SYNTHESES OF CIVETONE AND MACROLIDES
Tsuji, Jiro,Hashiguchi, Shohei
, p. 69 - 80 (2007/10/02)
The metathesis reactions of methyl 10-undecenoate, methyl oleate and oleyl acetate have been carried out using WCl6 and WOCl4 as primary catalysts and SnMe4, PbMe4, Cp2TiMe2, and Cp2ZrMe2 as cocatalysts.The catalyst system WOCl4/Cp2TiMe2 was found to be very active for the metathesis of the unsaturated esters and is somewhat better than the system WCl6/SnMe4.Diethyl 9-octadecene-1,18-dioate, obtained by the metathesis of ethyl oleate, was subjected to the Dieckmann cyclization.The cyclized product was decarboxylated to give civetone as a mixture of the cis and trans isomers.Preliminary studies of macrolide synthesis by the intramolecular metathesis of oleyl oleate and 10-undecenyl 10-undecenoate to afford 9-octadecen-18-olide and 10-eicosen-20-olide, respectively, have been carried out.
