3070-72-2

Upstream product

• 108-85-0 1-bromocyclohexane 
• 339047-19-7 methyl 2-cyclohexyl-3-hydroxypropionate 
• 124-63-0 methanesulfonyl chloride 
• 4354-67-0 2-cyclohexylmalonic acid 
• 49769-76-8 dimethyl 2-cyclohexylmalonate 
• 50-00-0 formaldehyd 
• 946152-76-7 cyclohexyl-malonic acid monomethyl ester 
• 110-82-7 cyclohexane 
• 922-67-8 propynoic acid methyl ester 
• 67-56-1 methanol 
• 5664-20-0 vinylidenecyclohexane 
• 201230-82-2 carbon monoxide 

Downstream Products

• 7697-57-6 α-cyclohexylacrylic acid 
• 7697-55-4 2-cyclohexylprop-2-en-1-ol 
• 302546-92-5 dimethyl 2-cyclohexyl-4-methyleneglutarate 

Relevant academic research and scientific papers

Unsaturated esters

The present invention relates to new α,β-unsaturated esters of formula I. The new compounds exhibit an intense, very long lasting fruity-pineapple odor with green galbanum-type undertones.

1,3-Stereoinduction in radical reactions: Radical additions to dialkyl 2-alkyl-4-methyleneglutarates

Tin hydride-mediated radical additions to a series of α-methylene-glutarates 1, furnishing 2;4-dialkyl-substituted glutarates 3 are reported. The diastereoselectivity of hydrogen transfer to the intermediate adduct radicals 2, possessing a stereogenic center in γ-position, was disappointing in the temperature range of -78 to 80 °C. However, the reactions proved to be able to proceed with excellent 1,3-diastereoselectivities under chelation-controlled conditions, depending on the steric impacts of 2- and 4-alkyl substituents as well as on the ester-alkyl moiety and choice of Lewis acid. Using MgBr2·OEt2 as additive, syn-selectivities of 98:2 were achieved upon initial tert-butyl radical addition at -78 °C. High anti-diastereoselectivities were observed in the MgBr2·OEt2-controlled pathway at 70 °C when smaller alkyl radicals such as cyclohexyl, ethyl, and methyl were applied. Interesting and uncommon temperature dependences were observed in the temperature range of -78 to 100 °C, revealing strong entropic effects in the transition states. A model that accounts for the opposed stereochemical outcomes under chelation-controlled conditions is presented.

Anti-inflammatory furanone compounds

New furanone compounds have anti-inflammatory, immunosuppresive and anti-proliferative activity and are useful in treating psoriasis and modifying calcium homeostasis. A compound of the invention is 4-[3,6-dihydro-6-hydroxy-5-(3-phenylpropyl)-2H-pyran-2-y

Thermal Addition of Alkanes to Alkenes, IV. Regioselectivity in the Addition of Cyclohexane to 1,2-Disubstituted Alkenes

Alkanes can be added to alkenes in a free radical chain reaction ("ane reaction").Regioselectivity in the addition of cyclohexane to (E)-3-alkyl substituted methyl acrylates have been measured at 300-450C.The ratio of the two regioisomers 3 and 4 shows a correlation with steric substituent constants Es.Relative rates of the addition of cyclohexyl radical to the alkene and β-scission of the adduct radical versus H-transfer from cyclohexane are determining the ratio of the regioisomers.A minor temperature dependence of regioselectivity has been observed.In relation to the products 3 and 4, ane reaction at a temperature of 450C can be more selective than radical addition reaction at room temperature.Regioselectivity of the addition of cyclohexane to methyl cinnamate at 360-420C shows a slight polar substituent effect.Electron withdrawing substituents have been shown to increase product ratio 4/3.

The Alkoxy-Alkoxycarbonylation of Allenes

Allene undergoes alkoxy-alkoxycarbonylation under exceedingly mild conditions (CO-O2-MeOH-PdCl2-CuCl2, 0 deg C, 1 atm) affording methyl 2-methoxymethylacrylate in good yield; in the case of 1,1-disubstituted allenes the reaction is regiospecific although