Ben J. M. Jansen, Jacoba A. Kreuger, Aede de Groot
1989
Citations
0
Influential Citations
44
Citations
Journal
Tetrahedron
Abstract
Abstract (−)-Dihydrocarvone was converted into (−)-(4aR, 8aR)-3,4,4a,5,6,7,8,8a-octahydro-4a, 8,8-trimethylnaphthalene-2(H)-one (1) via an efficient route in which a Wolff-Kishner reduction, accompanied with a double bond isomerisation brought on a major simplification. Ketone 1 is a suitable intermediate for the syntheses of the insectantifeedants (−)-polygodial and (−)-warburganal. (+)-Dihydrocarvone was converted into (+)-(4aR, 7S, 8aR)-4a,7-dimethyl-8-methylene-3, 4,4a,5,6,7,8,8a-octahydronaphthalene-2(1H)-one (2), an intermediate ketone for the synthesis of (−)-muzigadial.