118653-39-7

Upstream product

• 1073-13-8 4,4-dimethylcyclohexenone 
• 616-38-6 carbonic acid dimethyl ester 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 157952-85-7 2-iodo-4,4-dimethyl-cyclohex-2-enone 
• 4255-62-3 4,4-dimethylcyclohexane-1-one 
• 50388-51-7 methyl 5,5-dimethyl-2-oxo-cyclohexanecarboxylate 

Downstream Products

• 131343-30-1 2-Hydroxy-5,5-dimethyl-6-pent-4-enyl-cyclohex-1-enecarboxylic acid methyl ester 
• 1258209-19-6 methyl 3,3-dimethyl-6-oxo-2-(5-oxo-2,5-dihydrofuran-2-yl)cyclohexanecarboxylate 
• 82495-84-9 3,3-dimethyl-6-oxocyclohex-1-ene carboxylic acid 

Relevant academic research and scientific papers

Hypervalent-Iodine-Mediated Formation of Epoxides from Carbon(sp2)-Carbon(sp3) Single Bonds

We have developed an efficient method for direct formation of epoxide groups from carbon(sp2)-carbon(sp3) single bonds of β-keto esters; the reaction is mediated by the water-soluble hypervalent iodine(V) reagent AIBX (5-trimethylammonio-1,3-dioxo-1,3-dihydro-1λ5-benzo[d][1,2]iodoxol-1-ol anion). On the basis of the results of density functional theory calculations and experimental studies, we propose that the reaction proceeds by a two-stage mechanism involving dehydrogenation of the β-keto ester substrates and epoxidation of the resulting enone intermediates. The rate-limiting step is abstraction of the β′-C-H (calculated free energy of activation, 24.5 kcal/mol).

A two-step conversion of α,β-unsaturated ketones to their α-carbalkoxy or α-carbamoyl derivatives

Several enones are converted into their α-iodo derivatives in excellent yields and carbonylated with palladium catalysis in the presence of alcohol or amines to the α-carbonyl enones in satisfactory yields.

Bis-Michael Acceptors as Novel Probes to Study the Keap1/Nrf2/ARE Pathway

Nuclear factor erythroid 2-related factor 2 (Nrf2) is a master regulator that promotes the transcription of cytoprotective genes in response to oxidative/electrophilic stress. Various Michael-type compounds were designed and synthesized, and their potency

A simple access to a trans-decalin epoxy-diacetate, a model of clerodin

A polyoxygenated trans-decalin model of Clerodin, an insect antifeedant, has been rapidly prepared from 2-carbomethoxy 4,4-dimethylcyclohex-2-enone. The basic trans-decalin structure was built taking advantage of a spontaneous intramolecular aldol condensation.

ORIENTATION SPECIFIC DIELS-ALDER ADDITION OF ISOPRENE TO AN ACTIVATED 4,4-DIMETHYLCYCLOHEXENONE. AN IMPROVED ROUTE TO HIMACHALENES

Diels-Alder addition of isoprene to enone-ester 3 proceeds exclusively to the para-addition product 6.The specificity of this route constitutes a significant improvement in the previously reported total synthesis of himachalenes via 6.The mechanistic significance of the observed specificity of addition is dicussed.