76015-91-3

Upstream product

• 53343-13-8 1-hydroxypropan-2-one tetrahydropyran ether 
• 76015-85-5 4,4a,5,6,7,8-hexahydro-4a,5-dimethyl-1-phenylthionaphthalen-2(3H)-one 
• 69369-82-0 4,4a,5,6,7,8-hexahydro-3-(1-hydroxy-1-methylethyl)-4a,5-dimethylnaphthalen-2(3H)-one 
• 76015-79-7 1,8a-epoxy-3,4,4a,5,6,7,8,8a-octahydro-4a,5-dimethylnaphthalen-2(1H)-one 
• 76015-77-5 2,3,4,4a,5,6,7,8-octahydro-4a,5-dimethyl-2-naphthol 
• 76015-78-6 1,8a-epoxyperhydro-4a,5-dimethyl-2-naphthol 
• 43209-93-4 (rel-4aS,5R)-4a,5-dimethyl-4,4a5,6,7,8-hexahydronaphthalen-2(3H)-one 
• 110-87-2 3,4-dihydro-2H-pyran 

Relevant academic research and scientific papers

Synthetic Study on Several Eremophilane Sesquiterpenes using a Common Intermediate

The syntheses of racemic ishwarane (6), dehydrofukinone (7), hydroxyeremophilone (8), 9,10-dehydrofuranoeremophilane (9), 10α-furanoeremophilone (10), and 9,10-dehydrofuranoeremophil-1-one (11) from a common intermediate, cis-4,4a,5,6,7,8-hexahydro-4a,5-dimethylnaphthalen-2(3H)-one (5), are described.For the synthesis of ishwarane (6) the key step is sequential Michael addition and displacement of the enolate of the isomeric octalone, cis-4a,5,6,7,8a-hexahydro-4a,5-dimethylnaphthalen-1(4H)-one (4), prepared from the octalone (5), with methyl α-bromoacrylate; for the syntheses of the other terpenes (7)-(11) the key step is the zinc chloride-assisted aldol condensation of the enolates of the octalone (5) and the suitably functionalised derivatives with acetone or acetonyl tetrahydropyranyl ether.