Esters-buliding-blocks

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

Zhang, Lumin published the artcileCarbene reactivity from alkyl and aryl aldehydes, Product Details of C9H10O2, the main research area is aldehyde carbene reactivity chemoselective diastereoselective dimerization coupling heterocyclization deoxygenation; insertion ring expansion rearrangement.

Common aldehydes were readily converted (via stable α-acyloxy halide intermediates) to electronically diverse (donor or neutral) carbenes to facilitate >10 reaction classes was reported. This strategy enabled safe reactivity of nonstabilized carbenes from alkyl, aryl and formyl aldehydes via zinc carbenoids. Earth-abundant metal salts [iron(II) chloride, cobalt(II) chloride, copper(I) chloride] were effective catalysts for these chemoselective carbene additions to σ and π bonds.

Science (Washington, DC, United States) published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 140-11-4 belongs to class esters-buliding-blocks, name is Benzyl acetate, and the molecular formula is C9H10O2, Product Details of C9H10O2.

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

Doherty, S. published the artcileHighly efficient and selective aqueous phase hydrogenation of aryl ketones, aldehydes, furfural and levulinic acid and its ethyl ester catalyzed by phosphine oxide-decorated polymer immobilized ionic liquid-stabilized ruthenium nanoparticles, Formula: C7H12O3, the main research area is hydrogenation aromatic ketone aldehyde polymer immobilized ruthenium nanocatalyst.

Impregnation of phosphine-decorated styrene-based polymer immobilized ionic liquid (PPh2-PIIL) with ruthenium(III) trichloride resulted in facile reduction of the ruthenium to afford Ru(II)-impregnated phosphine oxide-decorated PIIL (O=PPh2PIIL). The derived phosphine oxide-decorated polymer immobilized ionic liquid-stabilized RuNPs (RuNP@OPPh2-PIILS) catalyze the highly efficient and selective aqueous phase reduction of the carbonyl group in aryl and heteroaryl ketones and aldehydes, including furfural, as well as the hydrogenation of levulinic acid and its Et ester to afford γ-valerolactone (GVL). While this is the first report of RuNPs stabilized by a phosphine oxide-modified support, there appear to be several recent examples of similar serendipitous oxidations during the synthesis of RuNPs by impregnation of a phosphine-decorated polymer with ruthenium trichloride; as these were either misinterpreted or not recognized as such we have carried out a detailed characterization and evaluation of this system. Reassuringly, RuNP@OPPh2-PIILS generated from phosphine oxide-decorated polymer immobilized ionic liquid (OPPh2-PIIL) impregnated with ruthenium trichloride is as efficient as that prepared directly from RuCl3 and PPh2-PIIL. Incorporation of PEG into the polymer support improved catalyst performance and the initial TOF of 2350 h-1 obtained for the aqueous phase hydrogenation of acetophenone is among the highest to be reported for a ruthenium nanoparticle-based catalyst. Under optimum conditions, RuNP@OPPh2-PEGPIILS recycled ten times with only a minor reduction in activity and no detectable change in selectivity. High yields and excellent selectivities were also obtained for hydrogenation of the CO across a range of substituted aryl and heteroaryl ketones. Complete hydrogenation of the aromatic ring and CO could also be achieved by increasing the pressure and temperature accordingly. The same system also catalyzes the aqueous phase hydrogenation of furfural under mild conditions with an initial TOF of 3160 h-1 as well as the selective hydrogenation of levulinic acid and its Et ester to γ-valerolactone (GVL); reaction times for the latter could be reduced quite significantly by addition of either butyric acid or Amberlyst H-15.

Catalysis Science & Technology published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 539-88-8 belongs to class esters-buliding-blocks, name is Ethyl 4-oxopentanoate, and the molecular formula is C7H12O3, Formula: C7H12O3.

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

Lv, Wen-Rui published the artcileSynthesis, Structure, and Catalytic Hydrogenation Activity of [NO]-Chelate Half-Sandwich Iridium Complexes with Schiff Base Ligands, Safety of Ethyl 3-hydroxybutanoate, the main research area is enaminoketonate sandwich iridium Schiff base complex preparation hydrogenation catalyst; iridium Schiff base complex catalyst hydrogenation ketone aldehyde nitro; crystal structure half sandwich iridium enaminoketonate Schiff base complex; mol structure half sandwich iridium enaminoketonate Schiff base complex.

N,O-coordinate Ir(III) complexes with a half-sandwich motif bearing Schiff base ligands for catalytic hydrogenation of nitro and carbonyl substrates were synthesized. All Ir complexes showed efficient catalytic activity for the hydrogenation of ketones, aldehydes, and nitro-containing compounds using clean H2 as reducing reagent. The Ir catalyst displayed the highest TON values of 960 and 950 in the hydrogenation of carbonyl and nitro substrates, resp. Various types of substrates with different substituted groups afforded corresponding products in excellent yields. All N,O-coordinate Ir(III) complexes 1-4 were well characterized by IR, NMR, HRMS, and elemental anal. The mol. structure of complex 1 was further characterized by single-crystal x-ray determination

Inorganic Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 5405-41-4 belongs to class esters-buliding-blocks, name is Ethyl 3-hydroxybutanoate, and the molecular formula is C6H12O3, Safety of Ethyl 3-hydroxybutanoate.

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

Li, Rui published the artcileCarbon-Sulfur Bond Formation: Tandem Process for the Synthesis of Functionalized Isothiazoles, Computed Properties of 140-11-4, the main research area is isothiazole preparation; aldehyde tert butanesulfinamide acetic anhydride tandem reaction.

In this paper, a new process for the construction of 3,4,5-substituted isothiazoles via reaction cascades including Pummerer-like rearrangement, nucleophilic condensation, and sulfenamide cyclization followed by concomitant elimination and dehydration under mild reaction conditions is reported. This process provides isothiazoles bearing fluorine and other functional groups in good to excellent yields from readily available starting materials.

Organic Letters published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 140-11-4 belongs to class esters-buliding-blocks, name is Benzyl acetate, and the molecular formula is C9H10O2, Computed Properties of 140-11-4.

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

Zhang, Guoqi published the artcileRedox-Noninnocent Ligand-Supported Vanadium Catalysts for the Chemoselective Reduction of C=X (X = O, N) Functionalities, Safety of Methyl octanoate, the main research area is vanadium ligand catalyst reduction ketone aldehyde imine ester carboxamide.

Catalysis is the second largest application for V after its use as an additive to improve steel production Mol. complexes of vanadium(V) are particularly useful and efficient catalysts for oxidation processes; however, their ability to catalyze reductive transformations has yet to be fully explored. Here the authors report the first examples of polar organic functionality reduction mediated by V. Open-shell VIII complexes that feature a π-radical monoanionic 2,2′:6′,2”-terpyridine ligand (Rtpyâ€?- functionalized at the 4′-position (R = (CH3)3SiCH2, Ph) catalyze mild and chemoselective hydroboration and hydrosilylation of functionalized ketones, aldehydes, imines, esters, and carboxamides with turnover numbers (TONs) of up to âˆ?000 and turnover frequencies (TOFs) of up to âˆ?00 h-1. Computational evaluation of the precatalyst synthesis and activation revealed underappreciated complexity associated with the redox-active tpy chelate.

Journal of the American Chemical Society published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 111-11-5 belongs to class esters-buliding-blocks, name is Methyl octanoate, and the molecular formula is C9H18O2, Safety of Methyl octanoate.

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

Zhang, Haiyan published the artcileCobalt-catalyzed diastereo- and enantioselective allyl addition to aldehydes and α-ketoesters through allylic C-H functionalization, Recommanded Product: Ethyl 4-oxopentanoate, the main research area is homoallylic alc preparation diastereo enantioselective; aldehyde ketoester allylbenzene cobalt catalyst allyl addition.

Development of catalytic generation of allyl-metal complexes through allylic C-H cleavage of alkenes without prefunctionalization followed by site- and stereoselective carbon-carbon bond formation is of great importance in organic synthesis, providing a straightforward and step-economical approach to introduce a versatile allyl group into organic mols. Although significant advances have been achieved in enantioselective transformations of electrophilic allyl-metal complexes and allyl radicals, enantioselective reactions of nucleophilic allyl-metal intermediates furnished through allylic C-H cleavage remain undeveloped. Herein, authors identify a multi-tasking chiral catalyst derived from a com. available phosphine ligand and cobalt salt that precisely controls the chemoselective formation of the allyl-cobalt complex and the site- and stereoselective addition to carbonyls, delivering a broad scope of homoallylic alcs. with high yield and stereoselectivity. This work may establish a platform for the development of enantioselective transformations of nucleophilic organometallic complexes generated from catalytic C-H functionalization.

Cell Reports Physical Science published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 539-88-8 belongs to class esters-buliding-blocks, name is Ethyl 4-oxopentanoate, and the molecular formula is C7H12O3, Recommanded Product: Ethyl 4-oxopentanoate.

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

Homma, Chihiro published the artcileSynthesis of alkynyl Z-ketimines and their application in amine-catalyzed asymmetric Mannich reactions and conjugate addition, Formula: C7H13NO3, the main research area is alkynyl ketimine amine catalyst enantioselective Mannich reaction conjugate addition.

A facile and practical synthesis of various alkynyl Z-ketimines, which was used as a synthetic equivalent of alkyl ketimines was developed. The obtained alkynyl Z-ketimines was successfully applied in enantioselective Mannich reaction and conjugate addition catalyzed by a chiral amine with an acid functionality.

Tetrahedron published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 120157-98-4 belongs to class esters-buliding-blocks, name is tert-Butyl acetylcarbamate, and the molecular formula is C7H13NO3, Formula: C7H13NO3.

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

Song, Jinliang published the artcileHighly efficient Meerwein-Ponndorf-Verley reductions over a robust zirconium-organoboronic acid hybrid, SDS of cas: 539-88-8, the main research area is robust zirconium organoboronic acid hybrid catalyst preparation; alc preparation; aldehyde Meerwein Ponndorf Verley reduction zirconium organoboronic acid catalyst; ketone Meerwein Ponndorf Verley reduction zirconium organoboronic acid catalyst.

The Meerwein-Ponndorf-Verley (MPV) reaction is an attractive approach to selectively reduce carbonyl groups and the design of advanced catalysts is the key for these kinds of interesting reactions. Herein, a fabricated a novel zirconium organoborate using 1,4-benzenediboronic acid (BDB) as the precursor for MPV reduction The prepared Zr-BDB had excellent catalytic performance for the MPV reduction of various biomass-derived carbonyl compounds, such as levulinate esters, aldehydes and ketones R1C(O)R2 [R1 = Ph, furan-2-yl, Me, etc.; R2 = H, hexyl, Bn, etc.]. More importantly, the number of borate groups on the ligands significantly affected the catalytic activity of the Zr-organic ligand hybrids, owing to the activation role of borate groups on hydroxyl groups in the hydrogen source. Detailed investigations revealed that the excellent performance of Zr-BDB was contributed by the synergetic effect of Zr4+ and borate. Notably, this was the first work to enhance the activity of Zr-based catalysts in MPV reactions using borate groups.

Green Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 539-88-8 belongs to class esters-buliding-blocks, name is Ethyl 4-oxopentanoate, and the molecular formula is C7H12O3, SDS of cas: 539-88-8.

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

DiMagno, Theodore J. published the artcileNitrobenzene “”Caged”” Compounds as Irreversible Photoreductants: A Rational Approach to Studying Photoinduced Intermolecular Electron-Transfer Reactions in Proteins, Recommanded Product: Methyl 2-(4,5-dimethoxy-2-nitrophenyl)acetate, the main research area is nitrobenzene caged compound photoreductant.

Nitrobenzene “”caged”” compounds are well-known for their use in delivering biol. active substrates to a reaction mixture after photoexcitation. We have discovered that they also behave as photoreductants from the triplet state after photoexcitation. To explore the properties of these newly discovered photoreductants, a series of substituted nitrobenzene derivatives have been synthesized. These nitrobenzene derivatives exhibit many desirable characteristics suitable for the physiol. photoreduction of different proteins, and examples are shown for the photoreduction of cytochrome c and other heme proteins. The observed rate constant for photoreduction of cytochrome c, kobs, ranges from 300 to 36,000 s-1 for the various nitrobenzene derivatives PH and ionic strength experiments are consistent with a bimol. reaction wherein the photoreductant and the protein form an electrostatic complex prior to electron transfer. A kinetic model for this bimol. reaction is described and simulations of the exptl. data for the photoreductant 4,5-dimethoxy-2-nitrophenylacetic acid (DMNPAA) yield an inherent unimol. electron-transfer rate constant (ket) of 14,600 s-1 for the photoreduction of cytochrome c at pH 6.6.

Journal of Physical Chemistry published new progress about Myoglobins Role: RCT (Reactant), RACT (Reactant or Reagent). 2982-53-8 belongs to class esters-buliding-blocks, name is Methyl 2-(4,5-dimethoxy-2-nitrophenyl)acetate, and the molecular formula is C11H13NO6, Recommanded Product: Methyl 2-(4,5-dimethoxy-2-nitrophenyl)acetate.

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