1575-67-3

Upstream product

• 53250-10-5 2-(2-methylallyloxy)tetrahydro-2H-pyran 
• 105-53-3 diethyl malonate 
• 820-71-3 methallyl acetate 
• 5820-22-4 methylallyl phenyl ether 
• 49639-05-6 1-(phenylsulfonyl)-2-methyl-2-propene 
• 685-87-0 Diethyl 2-bromomalonate 
• 5309-50-2 diethyl allyl(methallyl)malonate 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 3195-24-2 diallylmalonic acid diethyl ester 
• 2049-80-1 (2-propenyl)propanedioic acid diethyl ester 
• 18292-38-1 2-methallyltrimethylsilane 
• 563-47-3 3-Chloro-2-methylpropene 

Downstream Products

• 37119-66-7 diethyl 2-benzyl-2-(2-methyl-2-propenyl)malonate 
• 4162-61-2 diethyl dimethallylmalonate 
• 3123-97-5 dihydro-5,5-dimethyl-2(3H)-furanone 
• 118453-39-7 diethyl 3-methyl-5-methylenecyclohex-2-ene-1,1-dicarboxylate 
• 118453-38-6 diethyl 3-methyl-5-methylenecyclohex-3-ene-1,1-dicarboxylate 
• 1001-75-8 4-methyl-4-pentenoic acid 
• 22508-64-1 4-methyl-4-penten-1-ol 
• 25163-50-2 4-methyl-4-pentenyl-1-tosylate 
• 28024-78-4 DL-γ,δ-didehydroleucine 
• 5309-50-2 diethyl allyl(methallyl)malonate 
• 22600-85-7 (tetrahydro-5,5-dimethylfuran-3-yl)methanol 

Relevant academic research and scientific papers

Oxovanadium-induced or -catalyzed oxidative allylation of 1,3-dicarbonyl compounds with allylsilanes

The oxidative mono- or di-allylation reaction of 1,3-dicarbonyl compounds with allylsilanes was selectively achieved by treatment with VO(OEt)Cl2.

π-Allyl-Palladium-Komplexe stabilisiert durch den tripodalen Sauerstoffliganden [(C5H5) Co{P( OMe) 2O}3]-II 1. Eliminierung statt C-C-Bindungsbildung bei der Reaktion mit resonanzstabilisierten Carbanionen 2

The reaction of the complexes [LOMePd(propenyl] (1) and [LOMePd(2-methyl-propenyl] (2) (L-OMe= [(C5H5)Co{P(OMe)2O}3]-) with sodium malonate results in the formation of the anticipated C-C coupling products (2-R-C3H5)CH(CO2Et)2 while [LOMePd{4-6-η-(3-oxo-cholestenyl)}] (4) and [LOMePd{4-6-η-(cholestenyl)}] (5) react with eliminination to give the corresponding cholestadienes. With sodium 2-acetylcyclopentanoate (Na acp), ligand substitution takes place in the reaction with 1-3 (3 = [LOMePd(2-tbutyl-propenyl)]) to give complexes of the type [(2-R-propenyl)Pd(acp)]. Their stability depends on the substituent of the allyl group. While [(propenyl)Pd(acp)] decomposes at room temperature, [(2-tbutyl-propenyl)Pd(acp)] and [(2-methyl-propenyl)Pd(acp)] are air stable compounds which could be isolated.

Etude de l'allylation, catalysee par le nickel, d'enolates stables, par les ethers et les alcools allyliques

The allylation of stable enolates derived from diethyl malonate and ethyl cyanoacetate by a variety of aliphatic or aromatic allylic ethers and by allylic alcohols, under nickel catalysis, was investigated.The influence of ligands, solvents and temperature was studied.

On the mechanism and kinetics of radical reactions of epoxyketones and epoxynitriles induced by titanocene chloride

(Chemical Equation Presented) The reactions of a series of epoxynitriles and epoxyketones induced by titanocene chloride have been studied. The kinetics of the decyanogenation of β,γ-epoxynitriles with Ti(III) corresponds to a radical reaction (k25 ≈ 106 S-1), as demonstrated by competition experiments with H-transfer from 1,4-cyclohexadiene (1,4-CHD) or PhSH or conjugate addition to acrylonitrile. The 5-exo cyclization onto nitrile induced by Ti(III) is a radical reaction (k25 ≈ 107 S-1) as seen in competition experiments with H-transfer from PhSH or the titanocene-water complex. The iminyl or alkoxyl radicals generated by 5-exo cyclization onto nitriles or ketones only undergo a reduction with Ti(III). This reaction overwhelms any alternative process, such as tandem cyclization onto alkenes or β-scission. Iminyl radicals generated by 4-exo cyclizations onto nitriles undergo reduction with Ti(III) and β-scission reaction in a ratio of 96:4 when the α-substituent is CN. Alkoxyl radicals from 4-exo cyclizations onto ketone carbonyls undergo reduction with Ti(III) and β-scission in a ratio of 60:40 when the α-substituent is COOR. In nearly all the reactions studied, the role of Ti(III) is triple: a radical initiator (homolytic cleavage of oxirane), a Lewis acid (coordination to CN or C=O). and a terminator (reduction of iminyl or alkoxyl radicals).

Radical Cyclization of Epoxy Vinyl- and Allylsulfones Promoted by Titanocene Chloride

A titanocene-mediated intramolecular radical addition of different epoxy vinyl- and allylsulfones has been achieved. Five- and six-membered ring products were obtained in good to excellent yields in the presence of both 2.2 and 0.2 equiv of Cp2TiCl. A novel double-activation strategy allowed us to achieve small-size rings such as cyclobutanes and cyclopropanes. (Chemical Equation Presented).

Preparation method of cyclopentenyl aryl ketoxime compound

The invention discloses a preparation method of a cyclopentenyl aryl ketoxime compound, and belongs to the technical field of fine chemical engineering. According to the method disclosed by the invention, specific ferric iron is used as a catalyst, a nitr

Catalytic Generation of Rhodium Silylenoid for Alkene-Alkyne-Silylene [2 + 2 + 1] Cycloaddition

An alkene-alkyne-silylene [2 + 2 + 1] cycloaddition takes place in the rhodium-catalyzed reaction of 1,6-enynes with borylsilanes bearing an alkoxy group on the silicon atoms, which react as synthetic equivalents of silylene. The reaction proceeds efficiently in 1,2-dichloroethane at 80-110 °C in the presence of a rhodium catalyst bearing bis(diphenylphosphino)methane (DPPM) as a ligand to afford 1-silacyclopent-2-enes in good to high yields.

Kinetic benchmarking reveals the competence of prenyl groups in ring-closing metathesis

A series of prenyl-containing malonates are kinetically benchmarked against the standard allyl-containing congeners using a ruthenium benzylidene precatalyst for ringclosing metatheses. The prenyl grouping is found to be a superior acceptor olefin compared to an allyl group in RCM processes with ruthenium alkylidenes derived from terminal alkenes. The prenyl group is also found to be a highly competent acceptor for a ruthenium alkylidene derived from a 1, 1-disubstituted olefin in a RCM process.

Diastereoselective Intramolecular Cyanoamidation with Alkenes

Reported herein is a diastereoselective intramolecular alkene cyanoamidation, wherein high d.r. values are imparted by chiral directing groups. Lactams with an α-all-carbon quaternary stereocenter are readily synthesized, which may enable access to structures frequently found in biologically active molecules and natural products.

Synthesis of gem-dichlorocyclopropylmethylmalonates and decarboxylation

(Formula presented) By studying the reaction of chloromethyl-gem-dichlorocyclic propanes and diethyl malonate the esters of acids including the cyclopropane fragments have been obtained. Their counter synthesis was carried out by carbonation of corresponding alkenyl malonates. By decarboxylation of substituted malonates the derivatives of cyclic propane carboxylic acids were synthesized. Efficiency of using the obtained products as plant growth regulators was proved.