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Asymmetric Methods for Carbon‐Fluorine Bond Formation

2021

ChemistryOrganocatalysisOrganic ChemistryPolymer chemistryCarbon–fluorine bondEnantioselective synthesisFluorinechemistry.chemical_elementPhysical and Theoretical ChemistryEuropean Journal of Organic Chemistry
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Catalytic Enantioselective α-Oxysulfonylation of Ketones Mediated by Iodoarenes

2008

The alpha-oxysulfonylation of ketones catalysed by enantioenriched iodoarenes using mCPBA as stoichiometric oxidant is reported to give useful synthetic intermediates in good yield and modest enantioselectivity. We believe this to be the first report of an enantioselective organocatalytic reaction involving hypervalent iodine reagents which should open up a new field for enantioselective organocatalysis of oxidation reactions.

ChemistryOrganocatalysisReagentYield (chemistry)Organic ChemistryEnantioselective synthesisHypervalent moleculeOrganic chemistryPhysical and Theoretical ChemistryRedoxStoichiometryCatalysisEuropean Journal of Organic Chemistry
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Tantalocenehydridephosphorus chemistry.

2002

Abstract The aim of this paper is to look for a better knowledge of the behaviour of bent tantalocenes that bear hydrides, phosphorus PR2X (R=Me, Ph; X=H, lone pair) and cyclopentadienyl (Cp=C5H5, Cp′=C5H2tBu(Me)2, Cp*=C5Me5) ligands. An orbital control of regioselectivity of insertion of the PR2 phosphide fragment of chlorophosphines PR2Cl into the central TaH bond of trihydrides Cp2TaH3 leading to the formation of metallophosphonium cations is discussed. Neutralisation of cationic complexes with strong bases leads either to the Ta(V)–phosphide or to the Ta(III)–phosphine species depending on the nature of the cyclopentadienyl ligand; good electron donor Cp′ and Cp* rings favour the forma…

ChemistryPhosphideStereochemistryLigandRegioselectivityElectron donorCrystal structureInorganic ChemistryCrystallographychemistry.chemical_compoundCyclopentadienyl complexMaterials ChemistryPhosphoniumPhysical and Theoretical ChemistryLone pairPolyhedron
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Enantioselective Synthesis of P-Chirogenic Phosphorus Compounds via the Ephedrine-Borane Complex Methodology

2008

The stereoselective synthesis of P-chirogenic organophosphorus compounds using the versatile ephedrine-methodology is reported. The principle of the method is based on the diastereoselective preparation of 1,3,2-oxazaphospholidine borane 3 from ephedrine 2 and regio- and stereoselective ring-opening of the heterocycle leading to an aminophosphine borane 4. Finally, these ring-opening products 4 are easily transformed into P-chirogenic organophosphorus compounds, by subsequent highly stereoselective reactions involving electrophilic or nucleophilic strategies.

ChemistryPhosphorusOrganic ChemistryEnantioselective synthesischemistry.chemical_elementBoraneBiochemistryInorganic Chemistrychemistry.chemical_compoundNucleophileElectrophilemedicineOrganic chemistryStereoselectivityEphedrinemedicine.drugPhosphorus, Sulfur, and Silicon and the Related Elements
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Exploring the potential of some yeast strains in the stereoselective synthesis of aldol reaction products and its reduced 1,3-dialcohol derivatives

2013

Abstract The behavior of two yeast strains has been studied under different conditions. Both microorganims catalyzed the aldol reaction between activated aldehydes and acetone when a large amount of the latter was present in the reaction medium producing, with moderate stereoselectivity, the aldol product with the R configuration. No reduction of any of the products present in the medium was detected. On the other hand, the carbonyl group of the racemic aldol was reduced to produce chiral 1,3-dialcohol derivatives when water was employed as the only solvent. In this case, the resolution of the racemic starting material was also possible with one of the biocatalysts, and the aldol was recove…

ChemistryProcess Chemistry and TechnologyCarbonyl reductionEnantioselective synthesisBioengineeringBiochemistryCatalysisLewis acid catalysisStereocenterAldol reactionBiocatalysisOrganic chemistryAldol condensationStereoselectivityJournal of Molecular Catalysis B: Enzymatic
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ChemInform Abstract: Selectively Deprotectable Carbohydrates Based on Regioselective Enzymatic Reactions.

2010

ChemistryRegioselectivityGeneral MedicineCombinatorial chemistryEnzyme catalysisChemInform
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ChemInform Abstract: Regioselective Synthesis of Calixcrowns Derived from p-tert-Butylcalix( 5)arene.

2010

ChemistryRegioselectivityGeneral MedicineMedicinal chemistryChemInform
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Preparation and photoactivity of nanocrystalline TiO2 powders obtained by thermohydrolysis of TiOSO4

2013

Nanocrystalline TiO2 photocatalysts were synthesized in mild conditions by thermohydrolysis of TiOSO4 in water at 100 °C and post-calcination treatment at various temperatures. The TiO2 powders were characterized by X-ray diffraction, X-ray photoelectron spectroscopy, specific surface area determinations, scanning electron microscopy and electron paramagnetic resonance measurements. The photoactivity of the samples was tested employing the photodegradation of 4-nitrophenol in liquid–solid regimen and the photooxidation of gaseous 2-propanol. The best results were obtained with the powder calcined at 600 °C for 10 h. Surprisingly, the not calcined sample was the most active for the abatement…

ChemistryScanning electron microscopeInorganic chemistryTitanium dioxide TiOSO4Thermohydrolysis Heterogeneous photocatalysisGeneral ChemistryCatalysisNanocrystalline materiallaw.inventionNOHeterogeneous photocatalysischemistry.chemical_compoundX-ray photoelectron spectroscopylawSpecific surface areaTitanium dioxideThermohydrolysisTitanium dioxideCalcinationTitanium dioxide TiOSO4 Thermohydrolysis Heterogeneous photocatalysisSettore CHIM/07 - Fondamenti Chimici Delle TecnologieElectron paramagnetic resonancePhotodegradationTiOSO4Nuclear chemistry
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ChemInform Abstract: Synthesis of Pyrrolidin-2-ones and of Staurosporine Aglycon (K-252c) by Intermolecular Michael Reaction.

2010

Indolo[2,3-a]pyrrolo[3,4-c]carbazoles were isolated from nature, e.g., from low plants, especially fungi, as structurally rare natural substances. Responsible for naming and also the most important representative of this type is staurosporine (1), isolated from Streptomyces staurosporeus, and its aglycon (2), also known as staurosporinone or K-252c. 3,4-Disubstituted pyrrolidin-2-ones, a group of compounds with many interesting biological properties are related to staurosporinone. The most important property is the inhibition of protein kinase C (PKC), so that this antiproliferative agent can interfere with the cell cycle. The synthetic strategy, developed by us, allows the synthesis of pyr…

ChemistryStereochemistryIntermolecular forceEnantioselective synthesisGeneral Medicinechemistry.chemical_compoundBiological propertyNitroMichael reactionLactammedicineStaurosporineProtein kinase Cmedicine.drugChemInform
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ChemInform Abstract: Base-Dependent Stereodivergent Intramolecular Aza-Michael Reaction: Asymmetric Synthesis of 1,3-Disubstituted Isoindolines.

2014

For the reaction of the compounds (I) the careful choice of the base allows the exclusive formation of either cis or trans diastereoisomer with the exception of the trihalogenates (Ie) and (If), which afford the cis-products regardless of the base used.

ChemistryStereochemistryIntramolecular forceEnantioselective synthesisMichael reactionDiastereomerGeneral MedicineBase (exponentiation)ChemInform
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