50598-40-8

Upstream product

• 108-59-8 malonic acid dimethyl ester 
• 563-47-3 3-Chloro-2-methylpropene 
• 20687-01-8 1-iodo-2-methylpropene 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 3756-30-7 1-iodo-2-methyl-2-propene 
• 14568-34-4 2-methylprop-2-ene-1-sulfonyl chloride 
• 81112-28-9 methyl 2-methylprop-2-enyl carbonate 
• 820-71-3 methallyl acetate 
• 513-37-1 2-methylprop-1-enyl chloride 
• 18424-76-5 dimethyl malonate sodium salt 
• 142820-20-0 2-methylallyl methanesulfonate 
• 112373-92-9 1-acetoxy-2-<(trimethylsilyl)methyl>-3-(trimethylsilyl)prop-2-ene 
• 49639-05-6 1-(phenylsulfonyl)-2-methyl-2-propene 
• 95124-07-5 dimethyl (prop-2-yn-1-yl)malonate 

Downstream Products

• 169687-12-1 2-<2-(phenylsulfonyl)buta-2,3-dienyl>-2-(2-methylallyl)malonic acid dimethyl ester 
• 61558-99-4 dimethyl 3-methylcyclohexane-1,1-dicarboxylate 
• 58100-51-9 C₉H₁₆O₂ 
• 1353569-47-7 C₂₀H₂₅NO₅ 
• 1333120-18-5 dimethyl 2-(2-(2-iodophenoxymethyl)allyl)-2-(2-methylallyl)malonate 
• 1310570-44-5 dimethyl 2-(2-methylallyl)-2-(3-oxocyclohexyl)malonate 
• 1262290-92-5 1-benzyl 3,3-dimethyl 5-methylhex-5-ene-1,3,3-tricarboxylate 
• 1001-75-8 4-methyl-4-pentenoic acid 
• 1187458-51-0 2-(2-ethynyl-benzyl)-2-(2-methyl-allyl)-malonic acid dimethyl ester 
• 1187458-50-9 2-(2-ethynyl-cyclohex-1-enylmethyl)-2-(2-methyl-allyl)-malonic acid dimethyl ester 

Relevant academic research and scientific papers

6-HETEROARYLOXY BENZIMIDAZOLES AND AZABENZIMIDAZOLES AS JAK2 INHIBITORS

The present disclosure provides 6-heteroaryloxy benzimidazole and azabenzimidazole compounds and compositions thereof useful for inhibiting JAK2.

Formal Bromine Atom Transfer Radical Addition of Nonactivated Bromoalkanes Using Photoredox Gold Catalysis

Organic transformations mediated by photoredox catalysis have been at the forefront of reaction discovery. Recently, it has been demonstrated that binuclear Au(I) bisphosphine complexes, such as [Au2(μ-dppm)2]X2, are capable of mediating electron transfer to nonactivated bromoalkanes for the generation of a variety of alkyl radicals. The transfer reactions of bromine, derived from nonactivated bromoalkanes, are largely unknown. Therefore, we propose that unique metal-based mechanistic pathways are at play, as this binuclear gold catalyst has been known to produce Au(III) Lewis acid intermediates. The scope and proposed mechanistic overview for the formal bromine atom transfer reaction of nonactivated bromoalkanes mediated by photoredox Au(I) catalysis is presented. The methodology presented afforded good yields and a broad scope which include examples using bromoalkanes and iodoarenes.

Dimethyl malonate/LHMDS system as a new protocol for generating methyl formate anion (-COOMe) in the condensed-phase Dedicated to Professor Charles H. DePuy (1927-2013)

The treatment of dimethyl malonate with LHMDS in anhydrous THF (condensed-phase) generates, in addition to the expected corresponding lithium enolate, methyl formate anion (or methoxycarbonyl anion, -COOMe) which can react with several electrophiles to give corresponding methoxycarbonyl derivatives by nucleophilic substitution reaction.

Rhodium-Catalyzed Stereoselective Intramolecular [5 + 2] Cycloaddition of 3-Acyloxy 1,4-Enyne and Alkene

The first rhodium-catalyzed intramolecular [5 + 2] cycloaddition of 3-acyloxy 1,4-enyne and alkene was developed. The cycloaddition is highly diastereoselective in most cases. Various cis-fused bicyclo[5.3.0]decadienes were prepared stereoselectively. The chirality in the propargylic ester starting materials could be transferred to the bicyclic products with high efficiency. Electron-deficient phosphine ligand greatly facilitated the cycloaddition. Up to three new stereogenic centers could be generated. The resulting diene in the products could be hydrolyzed to enones, which allowed the introduction of more functional groups to the seven-membered ring.

Chiral hetero- and carbocyclic compounds from the asymmetric hydrogenation of cyclic alkenes

Several types of chiral hetero- and carbocyclic compounds have been synthesized by using the asymmetric hydrogenation of cyclic alkenes. N,P-Ligated iridium catalysts reduced six-membered cyclic alkenes with various substituents and heterofunctionality in good to excellent enantioselectivity, whereas the reduction of five-membered cyclic alkenes was generally less selective, giving modest enantiomeric excesses. The stereoselectivity of the hydrogenation depended more strongly on the substrate structure for the five- rather than the six-membered cyclic alkenes. The major enantiomer formed in the reduction of six-membered alkenes could be predicted from a selectivity model and isomeric alkenes had complementary enantioselectivity, giving opposite optical isomers upon hydrogenation. The utility of the reaction was demonstrated by using it as a key step in the preparation of chiral 1,3-cis-cyclohexane carboxylates. Copyright

Palladium-catalyzed oxidative aryltrifluoromethylation of activated alkenes at room temperature

A palladium-catalyzed intramolecular oxidative aryltrifluoromethylation reaction of activated alkenes has been explored. The reaction allows for an efficient synthesis of a variety of CF3-containing oxindoles. Preliminary mechanistic study indicated that the reaction involves a Csp 3-PdIV(CF3) intermediate, which undergoes reductive elimination to afford a Csp3-CF3 bond.

Iridium-catalyzed hydroiodination of functionalized alkynes

The efficiency of an Ir(I)/HI system has been studied. The association of hydroiodic acid with iridium has been tested in the catalytic hydroiodination of alkynes. The use of [Ir(cod)Cl]2 dimer led to clean hydroiodination reactions and afforde

Rhi-catalyzed two-component [(5+2)+1] cycloaddition approach toward [5-8-5] ring systems

Bringing it all together: [{Rh(CO)2Cl}2]-catalyzed two-component [(5+2)+1] cycloaddition of ene-vinylcyclopropanes with various tether types and substituents with CO has been designed for the one-pot synthesis of fused tricyclic cyclooctenones with atom and step economies.

USE IN PERFUMERY AND FLAVORING AND PROCESS FOR THE PREPARATION OF 5,5-DIMETHYL-3-ETHYL-3,4-DIHYDROFURAN-2-ONE

The invention relates to the use of 5,5-dimethyl-3-ethyl-3,4-dihydrofuran-2-one (A), named “Noxolide” by the applicant, as an olfactory agent in perfumery, and also as a food flavouring. The invention also relates to a novel process for the preparation of 5,5-dimethyl-3-ethyl-3,4-dihydrofuran-2-one.

Synthesis of small and large fused bicyclic compounds by tandem dienyne ring-closing metathesis

(Equation Presented). A tandem ring-closing metathesis reaction using ruthenium catalyst was carried out to synthesize various fused bicyclic compounds containing both small and large rings. Fast ring-closure of the small ring and slow ring-closure of the large ring resulted in the formation of only one isomer. Further manipulation such as the Diels-Alder reaction was carried out to prepare a complex molecule containing multiple rings of different sizes.