J. Tsuji*, S. Hashiguchi
Oct 28, 1980
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0
Influential Citations
76
Citations
Quality indicators
Journal
Tetrahedron Letters
Abstract
Abstract Diethyl 9-octadecene-1,18-dioate was obtained in 87% yield based on 50% theoretical conversion by the olefin metathesis reaction catalyzed by WOCl 4 -Cp 2 TiMe 2 . The Dieckmann condensation of this diester using potassium hydride afforded 2-ethoxycarbonylcyclo-9-heptadecenone, which was converted by hydrolysis and decarboxylation to cyclo-9-heptadecenone (civetone) as a mixture of cis and trans isomers (1.3 : 1) in 54% yield. Also 9-octadecen-18-olide was obtained in 17.9% by the metathesis of oleyl oleate.