A new application about 4,4-Dimethyldihydrofuran-2,3-dione

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Monitoring surface processes during heterogeneous asymmetric hydrogenation of ketones on a chirally modified platinum catalyst by operando spectroscopy

Surface processes occurring at the catalytic chiral surface of a cinchona-modified Pt catalyst during the asymmetric hydrogenation of activated ketones have been monitored for the first time using operando ATR-IR spectroscopy. Fundamental information about this catalytic system could be gained, including the chiral modification process of the catalyst, the surface interaction of reactant ketone with preadsorbed chiral modifier, the role of hydrogen as well as the influence of the product enantiomers in the catalytic cycle. The formation of a diastereomeric transient surface complex between ketone and chiral modifier was found to be related to the ketone consumption. Among the studied activated ketones, a correlation between stereoselection and the strength of the intermolecular hydrogen bond was identified. Dissociated hydrogen from the catalytic surface is found to play a crucial role in the formation of the diastereomeric surface complex.

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Tetrahydrofuran – Wikipedia,
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Electric Literature of 13031-04-4, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 13031-04-4, molcular formula is C6H8O3, introducing its new discovery.

Aminolactone chiral modifiers for heterogeneous asymmetric hydrogenation: Corrected structure of pantoyl-naphthylethylamine, in-situ hydrogenolysis, and scanning tunneling microscopy observation of supramolecular aminolactone/ substrate assemblies on Pt(111)

As established by Baiker and co-workers, pantoyl-naphthylethylamine (PNEA) is an efficient synthetic chiral modifier for the asymmetric hydrogenation of ketopantolactone (KPL) to pantolactone on supported Pt catalysts. We report a scanning tunneling microscopy (STM) study of PNEA and PNEA-derived aminolactone species on Pt(111) and a reassignment of the relative stereochemistry of the modifier. Robust organic chemistry methods were used to establish that the structure of PNEA is R,S rather than R,R. The dissociative chemisorption of a fraction of PNEA adsorbed on Pt(111) yields two fragments that we attribute to a process involving C-N bond scission. We show that C-N bond scission occurs under hydrogenation conditions on PNEA-modified Pt/Al2O3 catalysts, forming the aminolactone amino-4,4-dimethyldihydrofuran-2-one (AF). STM measurements on (S)-AF and 2,2,2-trifluoroacetophenone coadsorbed on Pt(111) show the formation of isolated 1:1 complexes. In contrast, measurements on coadsorbed (S)-AF and KPL show fluxional supramolecular AF/KPL assemblies. The possibility that such assemblies contribute to the overall enantioselectivity observed for PNEA-modified Pt catalysts is discussed.

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Purification and characterization of alpha-keto amide reductase from Saccharomyces cerevisiae

An NADPH-dependent alpha-keto amide reductase was purified from Saccharomyces cerevisiae. The molecular mass of the native enzyme was estimated to be 33 and 36 kDa by gel filtration chromatography and SDS-polyacrylamide gel electrophoresis, respectively. The purified enzyme showed a reducing activity not only for aromatic alpha-keto amides but also for aliphatic and aromatic alpha-keto esters. The internal sequence of the enzyme was identical with that of a hypothetical protein (ORF YDL 124w) coded by yeast chromosome IV.

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Ruthenium clay catalyzed reduction of alpha-iminoesters and alpha-iminoketones, and the reductive amination of alpha-ketoesters

The reduction of alpha-iminoesters and alpha-iminoketones to the corresponding amino compounds was accomplished using ruthenium clay as the catalyst, at 75-100C and 600-900 psi H2. The same catalyst proved efficient for the reductive amination of alpha-ketoesters (100C, 600 psi H2). Diastereomeric excesses of up to 78% were obtained in the reductive amination reaction.

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Tetrahydrofuran – Wikipedia,
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Phosphinoferrocenylaminophosphines as novel and practical ligands for asymmetric catalysis

(Matrix Presented) A new series of ligands with a novel phosphine-aminophosphine ligation design as depicted in structure 1 has been prepared on a ferrocenylethyl backbone. These BoPhoz ligands of structure 2 have afforded exceedingly high activity and enantioselectivity in the rhodium-catalyzed asymmetric hydrogenation of dehydro-alpha-amino acid derivatives, itaconic acids, and alpha-ketoesters. These air-stable ligands are readily prepared from cost-effective and non-pyrophoric intermediates.

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Enantioselective Hydrogenation of beta-Keto Esters Catalyzed by Chiral Binaphthylbisphosphine Ruthenium Complexes

The catalytic activity and the enantioselectivity manifested by cationic chiral binaphthylbisphosphine ruthenium complexes in asymmetric hydrogenation of beta-keto esters were studied. The effects of the nature of the solvent, the reaction temperature, the pressure, addition of acids, and the reagent ratio on the yield and the degree of enantiomeric enrichment of the reaction products were examined. For hydrogenation of ethyl 4-chloroacetoacetate to form (R)- or (S)-enantiomers of ethyl 4-chloro-3-hydroxybutyrate, conditions were found which allow one to quantitatively prepare this valuable synthon with high enantiomeric purity (97-99 percent) at a low concentration of the catalyst (the ratio substrate : Ru = 10000).

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Continuous process for the enantioselective hydrogenation of alpha ketocarbonyl compounds

The invention relates to a continuous process for enantioselective catalytic hydrogenation of an alpha ketocarbonyl compound such as alpha ketoesters and alpha ketolactones to produce an alpha hydroxy carbonyl compound.

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Tetrahydrofuran – Wikipedia,
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Enantioselective hydrogenation of alpha-ketoesters over alkaloid-modified platinum nanowires

A green process for enantioselective hydrogenation of alpha-ketoesters over cinchona alkaloid-modified platinum (Pt) nanowires has been developed. Pt nanowires with a diameter of ?1 nm were successfully synthesized, and used for the asymmetric hydrogenation of alpha-ketoesters in the presence of cinchona alkaloids under a low pressure at room temperature in water. Quantitative yields and excellent enantioselectivity of up to 78% were achieved. The catalyst along with the modifier was recycled multiple times without any significant loss in activity or selectivity. To our knowledge, such a catalyst system is unprecedented for asymmetric hydrogenation of alpha-ketoesters. The Royal Society of Chemistry.

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Tetrahydrofuran – Wikipedia,
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ASYMMETRIC HYDROGENATION OF ACTIVATED KETO COMPOUNDS CATALYZED BY NEW CHIRAL PERALKYL-AMPP RHODIUM COMPLEXES

Readily available peralkyl aminophosphinephosphinite ligands (alkyl-AMPP) give neutral rhodium complexes active for the catalytic reduction of some activated ketones under atmospheric hydrogen pressure at ambient temperature (ee=80percent).

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Tetrahydrofuran – Wikipedia,
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In heterogeneous catalysis, the catalyst is in a different phase from the reactants. Recommanded Product: 4,4-Dimethyldihydrofuran-2,3-dione, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 13031-04-4, name is 4,4-Dimethyldihydrofuran-2,3-dione. In an article£¬Which mentioned a new discovery about 13031-04-4

THE DEGRADATION OF CARBOXYLIC ACIDS INTO ALDEHYDES. REGIOSELECTIVE alpha-ACETOXYLATION OF 1,2,4-TRIAZOLIUM SALTS WITH DIACETOXYIODATE(1)ANION

A novel method was developed for degradation of carboxylic acid into aldehydes containing one C atom less whose key step consists in alpha-acetoxylation of 5-alkyl-3-methylthio-1,4-diphenyl-1,2,4-triazolium iodides by (diacetoxyiodo)benzene.The mechanism of the regioselective alpha-acetoxylation was studied and the diacetoxy-iodate(1)anion was shown to be the actual oxidising agent.Further oxidation reactions of tetraethylammonium diacetoxyiodate(1) were investigated.A novel method was developed for the oxidation of primary alkyl amines into aldehydes by the novel heterocyclic reagent 5-bromo-3-methylthio-1,4-diphenyl-1,2,4-triazolium bromide and diethyl azodicarboxylate.

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Tetrahydrofuran – Wikipedia,
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