124753-20-4Relevant academic research and scientific papers
S-(+)-Carvone as Starting Material in Synthesis (Part 4). Conjugate Addition of Cyanide and Grignard Nucleophiles Followed by Annulation to Functionalized Decalones.
Verstegen-Haaksma, Anja A.,Swarts, Henk J.,Jansen, Ben J. M.,Groot, Aede de
, p. 10073 - 10082 (2007/10/02)
Two conjugate addition/annulation methodologies for S-(+)-carvone are reported.The conjugate addition of Grignard reagents, followed by the Lewis acid catalyzed Michael reaction of the intermediate silyl enol ethers with MVK and cyclization of the diketon
THE CONVERSION OF (-)- AND (+)-DIHYDROCARVONE INTO CHIRAL INTERMEDIATES FOR THE SYNTHESIS OF (-)-POLYGODIAL, (-)-WARBURGANAL AND (-)-MUZIGADIAL
Jansen, Ben. J. M.,Kreuger, Jacoba A.,Groot, Aede De
, p. 1447 - 1452 (2007/10/02)
(-)-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 synthesis of (-)-muzigadial.
