Category: 86549-27-1

Hojo, Makoto published the artcileReductive Generation of Enolates Using a Chromium(III) Ate-Type Reagent as a Reductant and Reactions of the Enolates with Electrophiles, Category: esters-buliding-blocks, the main research area is chromium ate reagent ketone ester enolate formation reaction electrophile; stereoselective reaction ketone ester enolate aldehyde chromium ate reagent; aldehyde reaction ketone ester enolate chromium ate reagent; alkyl halide reaction ketone ester enolate chromium ate reagent; chemoselective reaction enolate keto ester chromium ate reagent; imine reaction enolate bromoacetate chromium ate reagent; cross aldol adduct synthesis chromium ate reagent.

The Cr ate-type reagent Bu6CrLi3 reacted cleanly with ketones and esters bearing a leaving group at the α-position to produce enolates under mild conditions, where the Cr ate reagent acts as a formal two-electron reductant. In a stepwise manner, the generated enolates reacted with a variety of electrophiles with high selectivity. In general, a well-dried 50 mL two-necked round bottom flask containing a magnetic stirring bar and ground Cr(III) chloride (0.52 mmol) was fitted with a rubber septum and a three-way stopcock connected to a balloon filled with Ar. The apparatus was purged with Ar by pumping-filling via a three-way stopcock. THF (4 mL) was introduced to the flask via a syringe, and the suspension was stirred at room temperature for 5 min. The flask was cooled to -78°, and a solution of BuLi in hexane (3.12 mmol; 1.57 M) was slowly added to the suspension, and the mixture was stirred for further 30 min at -78°. Enolate precursor (0.5 mmol) was added slowly to the mixture at -20 to -78°. After stirring for the specified period of time, an electrophile (3.64 mmol) was added to the mixture The reaction mixture was once cooled to -78°, and the reaction was quenched with a saturated solution of aqueous ammonium chloride at -78°. After extraction with ether, washing the ethereal solution with aqueous NaHCO3, and drying on Na2SO4, solvents were evaporated A crude mixture was subjected to chromatog. on silica gel to afford a pure product. For example, Et 2-bromopropionate and HexCHO gave 88% 3-hydroxy-2-methylnonanoic acid Et ester (80/20 syn/anti); Et 2-bromoisobutyrate and OctI gave 96% 2,2-dimethyldecanoic acid Et ester; Et 2-bromoisobutyrate and PhCH:NTs gave 88% 2,2-dimethyl-3-phenyl-3-(toluene-4-sulfonylamino)propionic acid Et ester; α,α-dibromobutyrophenone and EtCHO gave 29% (2,3-diethyloxiranyl)phenylmethanone, 23% 2-ethyl-1-phenylpent-2-en-1-one and 36% syn-2-ethyl-3-hydroxy-1-phenylpentan-1-one.

Organometallics published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 86549-27-1 belongs to class esters-buliding-blocks, name is Ethyl 2,2-dimethylpent-4-enoate, and the molecular formula is C9H16O2, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Kayahara, Eiichi published the artcileGeneration of Carbanions through Stibine-Metal and Bismuthine-Metal Exchange Reactions and Its Applications to Precision Synthesis of ω-End-Functionalized Polymers, Related Products of esters-buliding-blocks, the main research area is stibine metal exchange reaction carbanion generation; polyhydroxyethyl methacrylate terminal functionalization stibine metal exchange reaction; polyisopropylacrylamide terminal functionalization stibine metal exchange reaction; polybutyl acrylate terminal functionalization stibine metal exchange reaction; PMMA terminal functionalization stibine metal exchange reaction; magnesium stibine exchange reaction carbanion generation; zinc stibine exchange reaction carbanion generation; bismuthine metal exchange reaction carbanion generation; lithium stibine exchange reaction carbanion generation.

Generation of carbanions from organostibines and organobismuthines through heteroatom-metal exchange reactions was examined from synthetic and mechanistic viewpoints. The exchange reaction proceeded spontaneously upon treatment with various organometallic reagents, such as alkyllithiums, tetraalkylzincates, and alkylmagnesium halides to afford the corresponding carbanions quant. Due to the high reactivity of these heteroatom compounds, the exchange reactions took place exclusively even in the presence of various polar functional groups, which potentially react with organometallic species. The advantage of this method was exemplified by the end-group transformation of living polymers that bear these heteroatom species at the ω-polymer end, prepared by using organostibine- and bismuthine-mediated living radical polymerizations Various polymers that bear polar functional groups and acidic hydrogen-for example, poly(Me methacrylate), poly(Bu acrylate), poly(N-iso-Pr acrylamide), and poly(2-hydroxyethyl methacrylate)-could be used in the exchange reactions, and subsequent trapping with electrophiles afforded the corresponding polymers with controlled mol. weights, mol. weight distributions, and end-group functionalities. Competition experiments showed that organostibines and organobismuthines were among the most reactive heteroatom compounds towards organometallic reagents and that their high reactivity was responsible for the high chemoselectivity in the exchange reaction.

Chemistry – A European Journal published new progress about Carbanions Role: SPN (Synthetic Preparation), PREP (Preparation). 86549-27-1 belongs to class esters-buliding-blocks, name is Ethyl 2,2-dimethylpent-4-enoate, and the molecular formula is C9H16O2, Related Products of esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Satake, Akiharu published the artcileCyclopropanation of ketene silyl acetals with allylic acetates using η3-allylpalladium-pyridinylimidazole catalysts, COA of Formula: C9H16O2, the main research area is cyclopropanation ketene silyl acetal allyl acetate; stereoselective cyclopropanation cyclopropanation ketene silyl acetal allyl acetate; stereochem cyclopropanation ketene silyl acetal allyl acetate; phenyl cyclopropane preparation.

Highly selective cyclopropanation of ketene silyl acetals with allylic acetates was carried out in the presence of novel η3-allylpalladium-pyridinylimidazole complexes and sodium acetate in DMSO at room temperature When cinnamyl acetate was used as an allylic acetate, phenylcyclopropane derivative was obtained stereoselectively in 83% yield.

Chemistry Letters published new progress about Acetals, ketene Role: RCT (Reactant), RACT (Reactant or Reagent) (silyl). 86549-27-1 belongs to class esters-buliding-blocks, name is Ethyl 2,2-dimethylpent-4-enoate, and the molecular formula is C9H16O2, COA of Formula: C9H16O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Brenzovich, William E. Jr. published the artcileGold-Catalyzed Oxidative Coupling Reactions with Aryltrimethylsilanes, Quality Control of 86549-27-1, the main research area is arene preparation reaction mechanism; olefin aryltrimethylsilane oxidative coupling gold catalyst.

The first examples of gold-catalyzed oxidative coupling reactions using organosilicon reagents are reported. The reaction employs generally unreactive aryltrimethylsilanes as coupling partners and allows for extension to phenol and aniline derived aryl groups, produces significantly less biphenyl byproducts, and provides a means to better access intramol. couplings.

Organic Letters published new progress about Aromatic hydrocarbons Role: SPN (Synthetic Preparation), PREP (Preparation). 86549-27-1 belongs to class esters-buliding-blocks, name is Ethyl 2,2-dimethylpent-4-enoate, and the molecular formula is C9H16O2, Quality Control of 86549-27-1.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Gao, Rong published the artcileA modified Prins reaction for the facile synthesis of structurally diverse substituted 5-(2-hydroxyethyl)-3,3-dihydrofurane-2(3H)-ones, Product Details of C9H16O2, the main research area is hydroxyethyltetrahydrofuranone preparation; allyl carboxylic acid preparation Prins reaction hydrolysis lactonization.

Furanones are important synthetic intermediates commonly found in natural products, receptor ligands, and drug mols. Unacceptable yields of substituted furanones obtained using a previously reported Prins reaction led to the development of a modified approach. Readily prepared substituted allylic esters were reacted under Prins reaction conditions catalyzed by a protic acid to provide structurally diverse substituted furanones in modest to good yields. The reaction goes through a protected caprolactone intermediate that was isolated and characterized for selected compounds The approach supplies an efficient, versatile, and higher yield method for the synthesis of these important heterocyclic intermediates.

Tetrahedron Letters published new progress about Hydrolysis. 86549-27-1 belongs to class esters-buliding-blocks, name is Ethyl 2,2-dimethylpent-4-enoate, and the molecular formula is C9H16O2, Product Details of C9H16O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Beckwith, Athelstan L. J. published the artcileReactions of methyl-substituted 5-hexenyl and 4-pentenyl radicals, Category: esters-buliding-blocks, the main research area is hexenyl radical cyclization kinetics; methyl group hexenyl cyclization; pentenyl radical cyclization kinetics.

Relative and absolute kinetic data were determined for cyclization of Me-substituted 5-hexenyl radicals: 2-, 3- and 4-Me- and 2,2-, 3,3- and 4,4-diMe-substituted radicals, generated by interaction of Bu3SnH with the corresponding bromides. Each radical undergoes regiospecific or highly regioselective 1,5-cyclization more rapidly than the unsubstituted radical. The rate enhancements, which arise mainly from lowering of the activation energy, can be rationalized in terms of the gem-di-Me effect. 1,5-Cyclizations of monosubstituted species are stereoselective: 2- and 4-methyl-5-hexenyl radicals give mainly trans products, whereas 3-methyl-4-hexenyl radical gives mainly the cis. This behavior reflects the effect of the substituent on the stabilities of cyclic transition complexes in chair-like conformations. Cyclization of 2,2- or 3,3-dimethyl-4-pentenyl radical could not be detected.

Australian Journal of Chemistry published new progress about Cyclization. 86549-27-1 belongs to class esters-buliding-blocks, name is Ethyl 2,2-dimethylpent-4-enoate, and the molecular formula is C9H16O2, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Padwa, Albert published the artcileA Rh(II)-catalyzed cycloaddition approach toward the synthesis of komaroviquinone, Safety of Ethyl 2,2-dimethylpent-4-enoate, the main research area is komaroviquinone icetexane core synthesis cyclization cycloaddition rhodium catalyzed.

Using a rhodium(II)-catalyzed cyclization/cycloaddition sequence as the key reaction step, the icetexane core of komaroviquinone (I) was constructed by an intramol. dipolar-cycloaddition of a carbonyl ylide dipole across a tethered π-bond. The ylide was arrived at by cyclization of a rhodium carbenoid intermediate onto a proximal ester group. Efforts toward the preparation of the required precursor for elaboration to the natural product are discussed.

Tetrahedron published new progress about Cyclization. 86549-27-1 belongs to class esters-buliding-blocks, name is Ethyl 2,2-dimethylpent-4-enoate, and the molecular formula is C9H16O2, Safety of Ethyl 2,2-dimethylpent-4-enoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Padwa, Albert published the artcileEfficient Construction of the Oxatricyclo[6.3.1.00,0]dodecane Core of Komaroviquinone Using a Cyclization/Cycloaddition Cascade of a Rhodium Carbenoid Intermediate, Formula: C9H16O2, the main research area is oxatricyclododecane core komaroviquinone preparation cyclization cycloaddition cascade rhodium carbenoid.

The rhodium(II)-catalyzed cyclization/cycloaddition cascade of a o-carbomethoxyaryl diazo dione is described as a potential route to the oxatricyclo[6.3.1.00,0]dodecane substructure I (R = H, Me) of the icetexane diterpene komaroviquinone. The initially formed carbonyl ylide dipole prefers to cyclize to an epoxide at 25 °C but can be induced to undergo cycloaddition across the tethered π-bond at higher temperatures

Organic Letters published new progress about Cyclization. 86549-27-1 belongs to class esters-buliding-blocks, name is Ethyl 2,2-dimethylpent-4-enoate, and the molecular formula is C9H16O2, Formula: C9H16O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Gao, Rong published the artcileA modified Prins reaction for the facile synthesis of structurally diverse substituted 5-(2-hydroxyethyl)-3,3-dihydrofurane-2(3H)-ones, Product Details of C9H16O2, the main research area is hydroxyethyltetrahydrofuranone preparation; allyl carboxylic acid preparation Prins reaction hydrolysis lactonization.

Furanones are important synthetic intermediates commonly found in natural products, receptor ligands, and drug mols. Unacceptable yields of substituted furanones obtained using a previously reported Prins reaction led to the development of a modified approach. Readily prepared substituted allylic esters were reacted under Prins reaction conditions catalyzed by a protic acid to provide structurally diverse substituted furanones in modest to good yields. The reaction goes through a protected caprolactone intermediate that was isolated and characterized for selected compounds The approach supplies an efficient, versatile, and higher yield method for the synthesis of these important heterocyclic intermediates.

Tetrahedron Letters published new progress about Hydrolysis. 86549-27-1 belongs to class esters-buliding-blocks, name is Ethyl 2,2-dimethylpent-4-enoate, and the molecular formula is C9H16O2, Product Details of C9H16O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Beckwith, Athelstan L. J. published the artcileReactions of methyl-substituted 5-hexenyl and 4-pentenyl radicals, Category: esters-buliding-blocks, the main research area is hexenyl radical cyclization kinetics; methyl group hexenyl cyclization; pentenyl radical cyclization kinetics.

Relative and absolute kinetic data were determined for cyclization of Me-substituted 5-hexenyl radicals: 2-, 3- and 4-Me- and 2,2-, 3,3- and 4,4-diMe-substituted radicals, generated by interaction of Bu3SnH with the corresponding bromides. Each radical undergoes regiospecific or highly regioselective 1,5-cyclization more rapidly than the unsubstituted radical. The rate enhancements, which arise mainly from lowering of the activation energy, can be rationalized in terms of the gem-di-Me effect. 1,5-Cyclizations of monosubstituted species are stereoselective: 2- and 4-methyl-5-hexenyl radicals give mainly trans products, whereas 3-methyl-4-hexenyl radical gives mainly the cis. This behavior reflects the effect of the substituent on the stabilities of cyclic transition complexes in chair-like conformations. Cyclization of 2,2- or 3,3-dimethyl-4-pentenyl radical could not be detected.

Australian Journal of Chemistry published new progress about Cyclization. 86549-27-1 belongs to class esters-buliding-blocks, name is Ethyl 2,2-dimethylpent-4-enoate, and the molecular formula is C9H16O2, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics