58911-05-0

Usage

InChI:InChI=1/C10H16O2/c1-8-4-6-10(2,7-5-8)9(11)12-3/h4H,5-7H2,1-3H3

Upstream product

• 78-79-5 isoprene 
• 80-62-6 methacrylic acid methyl ester 
• 186581-53-3 diazomethane 
• 16695-87-7 1,4-dimethylcyclohex-3-ene-1-carboxylic acid 

Downstream Products

• 107688-45-9 N-benzyl-N-(1,4-dimethyl-3-cyclohexenyl)methylamine hydrochloride 
• 107688-44-8 N-benzyl-1,4-dimethyl-3-cyclohexenecarboxamide 
• 107765-73-1 N-benzyl-2,5-dimethyl-7-azabicyclo<3.3.1>non-2-ene 
• 78142-69-5 cis-1,4-dimethyl-4-bromo-1-benzoylcyclohexane 
• 78142-68-4 trans-1,4-dimethyl-4-bromo-1-benzoylcyclohexane 
• 95760-47-7 <(1,4-Dimethyl-3-cyclohexenyl)methyl>-p-toluolsulfonat 
• 95760-53-5 2-Diazo-1-(1,4-dimethyl-cyclohex-3-enyl)-ethanone 
• 78142-67-3 trans-1,4-dimethyl-4-chloro-1-benzoylcyclohexane 
• 95760-49-9 1,4-Dimethyl-3-cyclohexen-1-essigsaeure 
• 95760-48-8 1,4-Dimethyl-3-cyclohexen-1-acetonitril 
• 67060-33-7 1,4-dimethyl-4-benzoylcyclohexene 
• 16695-96-8 1,4-Dimethyl-cyclohexen-⁽³⁾-carbonsaeure-⁽¹⁾-chlorid 
• 83258-27-9 4-(1,4-dimethyl-3-cyclohexenyl)-1,6-heptadien-4-ol 
• 88934-86-5 N,N-diethyl-1,4-dimethyl-3-cyclohexene-1-carboxamide 

Relevant academic research and scientific papers

Catalytic Olefin Hydroamidation Enabled by Proton-Coupled Electron Transfer

Here we report a ternary catalyst system for the intramolecular hydroamidation of unactivated olefins using simple N-aryl amide derivatives. Amide activation in these reactions occurs via concerted proton-coupled electron transfer (PCET) mediated by an excited state iridium complex and weak phosphate base to furnish a reactive amidyl radical that readily adds to pendant alkenes. A series of H-atom, electron, and proton transfer events with a thiophenol cocatalyst furnish the product and regenerate the active forms of the photocatalyst and base. Mechanistic studies indicate that the amide substrate can be selectively homolyzed via PCET in the presence of the thiophenol, despite a large difference in bond dissociation free energies between these functional groups.

Nanoporous solid acid catalyst for the Diels-Alder reaction of 1,3-dienes with acrylates

Nanoporous aluminosilicate, Al-HMS with a high aluminum content, strong acidity, and nanoporosity was found to catalyze the Diels-Alder reaction of 1,3-dienes with methacrylate and acrylate, and turned out to be a green alternative to homogeneous acid catalysts.

AN EFFICIENT AND HIGHLY REGIOSELECTIVE INTRAMOLECULAR MANNICH-TYPE REACTION: A CONSTRUCTION OF THE AEF RING SYSTEM OF ACONITINE-TYPE DITERPENE ALKALOIDS

An efficient and highly regioselective intramolecular Mannich-type reaction has been developed.The utility of the methodology, combined with a stereoselective intramolecular Diels-Alder reaction, for the construction of the AEF ring system of aconitine-type alkaloids has been exemplified.

First Synthesis of rac-Homofenchone (1,4,4-Trimethylbicyclooctan-3-one)

The rac-homofenchone (2), which was previously unknown, is prepared starting from the cyclohexenecarboxylate 4 via the bicyclooctene 13 by two independent routes.The key steps are either the intramolecular acylation of a C=C bond in 9 induced by trifluoroacetic acid anhydride, or the BF3-catalyzed decomposition of the diazomethyl ketone 15.From 13 a direct path leads to homofenchone (2), the NMR spectra of which were fully assigned.