26620-70-2

Upstream product

• 917-54-4 methyllithium 
• 74285-36-2 C₁₇H₂₈O₆S₂ 
• 76015-79-7 1,8a-epoxy-3,4,4a,5,6,7,8,8a-octahydro-4a,5-dimethylnaphthalen-2(1H)-one 
• 22471-56-3 (+/-)-ishwarone 
• 66245-29-2 Methanesulfonic acid (1aS,2aS,6S,6aR,7aR)-1-methanesulfonyloxymethyl-6,6a-dimethyl-3-oxo-decahydro-cyclopropa[b]naphthalen-1-ylmethyl ester 
• 66245-26-9 C₂₂H₃₄O₆ 
• 66245-27-0 C₂₀H₃₄O₄ 
• 66245-23-6 Methanesulfonic acid (Z)-4-((1R,2R)-1,2-dimethyl-5-oxo-cyclohexyl)-but-2-enyl ester 
• 66245-25-8 C₁₇H₂₈O₂ 
• 66245-28-1 (1aS,2aS,6S,6aR,7aR)-1,1-Bis-hydroxymethyl-6,6a-dimethyl-decahydro-cyclopropa[b]naphthalen-3-one 
• 66245-30-5 (1aS,2aS,6S,6aR,7aR)-1,1-Bis-chloromethyl-6,6a-dimethyl-decahydro-cyclopropa[b]naphthalen-3-one 
• 66245-31-6 C₁₅H₂₁ClO 
• 66245-20-3 4-((7S,8S)-7,8-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-yl)-but-2-yn-1-ol 
• 66245-21-4 (3R,4R)-3-(4-Hydroxy-but-2-ynyl)-3,4-dimethyl-cyclohexanone 

Downstream Products

• 28895-15-0 (1R,2S,4S,5R,9R,11R)-3-ishwarone 

Relevant academic research and scientific papers

Total synthesis of tetracyclic sesquiterpenoids: (+/-)-ishwarone

A stereoselective total synthesis of the racemic modification of the tetracyclic sesquiterpenoid ishwarone (2) is described.Treatment of the known ketal aldehyde 19 with dibromomethylenetriphenylphosphorane gave the dibromo alkene 20, which was transforme

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.