13567-79-8

Upstream product

• 6322-49-2 4-chloro-2-butanone 
• 5524-05-0 (2R,5R)-5-isopropenyl-2-methylcyclohexanone 
• 6485-40-1 (R)-Carvone 
• 13567-75-4 (4aR,7R,8aR)-8a-hydroxy-7-isopropenyl-4a-methyloctahydro-2(1H)-naphthalenone 

Relevant academic research and scientific papers

An Improved Synthesis of Homochiral Octalones from (-)-Carvone

A novel diastereoselective route to octalones 3 and 4 has been developed.The key step involves an asymmetric Michael addition of the corresponding chiral imine, derived from R-(+)-dihydrocarvone, to methyl vinyl ketone.

THE CONVERSION OF (-)- AND (+)-DIHYDROCARVONE INTO CHIRAL INTERMEDIATES FOR THE SYNTHESIS OF (-)-POLYGODIAL, (-)-WARBURGANAL AND (-)-MUZIGADIAL

(-)-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.