Search results for " Synthesis"

showing 10 items of 1625 documents

Synthesis of an enantiopure 2-arylcyclohexanols from prochiral enol acetates by an enantioselective protonation/diastereoselective reduction sequence

2003

Abstract The enantioselective protonation with 2-sulfinyl alcohols of lithium enolates of 2-arylcyclohexanones with different substituents on the phenyl group takes place with excellent enantioselectivities (89–99%). Chiral 2-phenylcyclohexanone and 2-arylcyclohexanones carrying electron donor substituents on the aromatic ring are converted into the corresponding trans -2-arylcyclohexanols by diastereoselective reduction with sodium naphthalenide in the presence of acetamide. The stereochemical integrity of the tertiary stereocenter is fully preserved using this reduction procedure. Interestingly, the chiral proton source is not consumed in the synthesis.

Organic ChemistrySodium naphthalenideEnantioselective synthesisProtonationEnolMedicinal chemistryCatalysisStereocenterInorganic Chemistrychemistry.chemical_compoundEnantiopure drugchemistryPhenyl groupPhysical and Theoretical ChemistryAcetamideTetrahedron: Asymmetry
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Supported Organocatalysts as a Powerful Tool in Asymmetric Synthesis

2010

Organocatalysis Asymmetric Synthesis Recyclable materialsSettore CHIM/06 - Chimica Organica
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Organocatalisi: catalizzatori e nuovi materiali riciclabili per la sintesi organica.

2012

Organocatalysis Organic Synthesis
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Supported Organocatalysts: a Powerful Tool in Organic Synthesis

2012

Organocatalysis asymmetric synthesisSettore CHIM/06 - Chimica Organica
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Advantages in supporting chiral organocatalysts

2010

An overview on the advances in supporting organocatalysts for their use and recycle in the asymmetric synthesis is presented, focusing on the main approaches for the immobilization and highlighting those examples in which supported and unsupported version of the catalyst behave similarly and high level of recyclability have been obtained.

Organocatalysis asymmetric synthesisSettore CHIM/06 - Chimica Organica
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Supported proline and proline-derivatives as recyclable organocatalysts

2008

In the last eight years, L-proline and L-proline derivatives, such as substituted prolinamides or pyrrolidines, have been successfully used as organocatalysts in several reactions. In this critical review we summarize the immobilization procedures of such organocatalysts highlighting their application, recoverability and reusability (86 references).

Organocatalysis proline-derivatives stereosective synthesisChemistryOrganic chemistryGeneral ChemistryProlineReusability
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Organocatalytic Enantioselective Alkylation of Pyrazol-3-ones with Isatin-Derived Ketimines: Stereocontrolled Construction of Vicinal Tetrasubstitute…

2016

A quinine-derived thiourea catalysed the enantioselective addition of 4-substituted pyrazolones to isatin-derived ketimines, providing a variety of aminooxindole-pyrazolone adducts containing congested vicinal tetrasubstituted stereocentres with excellent outcomes (up to 98% yield, >20:1 dr and 98% ee).

OrganocatalysisEstereoquímica010405 organic chemistryStereochemistryIsatinIsatin-derived ketiminesEnantioselective synthesisGeneral ChemistryAlkylation010402 general chemistry01 natural sciencesQuaternary stereocenters0104 chemical sciencesStereocenterchemistry.chemical_compoundCatàlisichemistryFISICA APLICADAOrganocatalysisAsymmetric catalysisOrganic chemistryPyrazolonesPyrazolonesVicinalAdvanced Synthesis & Catalysis
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Improved scalable syntheses of mono- and bis-urethane derivatives of ornithine.

2001

In the search for a practical route to ornithine bisurethane derivatives useful for peptide synthesis, we elaborated the simple and efficient (86% yield) synthesis of N(epsilon)-tert-butoxycarbonyl-L-ornithine copper(II) complex (1). This served as substrate for obtaining N(epsilon)-tert-butoxycarbonyl-L-ornithine (2), N(alpha)-benzyloxycarbonyl-N(epsilon)-tert-butoxycarbonyl-L-ornithine (3) and N(alpha)-(9-fluorenyl)methoxycarbonyl-N(epsilon)-tert-butoxycarbonyl-L-ornithine (4). These were synthesized in 94-95% yields and with a purity above 99%.

OrnithineCalorimetry Differential ScanningChemistrychemistry.chemical_elementSubstrate (chemistry)General ChemistryGeneral MedicineOrnithineChemical synthesisCopperUrethanechemistry.chemical_compoundYield (chemistry)One pot reactionDrug DiscoveryPeptide synthesisOrganic chemistryIndicators and ReagentsProtecting groupChromatography High Pressure LiquidCopperChemicalpharmaceutical bulletin
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Organometallic complexes with biological molecules. X: dialkyltin(IV) and trialkyltin(IV) orotates: spectroscopic andin vivo investigations

1999

Several novel diorgano- and triorgano-tin(IV) derivatives of orotic acid, (2,6-dihydroxypyrimidine-4-carboxylic acid; H 3 or) have been synthesized. In the diorganotin(IV) derivatives, the orotic acid behaved either as a monoanionic or as a dianionic ligand, yielding R 2 Sn(H 2 or) 2 and R 2 SnHor (R = Me, Bu) species, respectively, while in the triorganotin(IV) orotates only monodeprotonation of the orotic acid occurred, giving R 3 SnH 2 or (R = Me, Bu) derivatives. Structural hypotheses are proposed and discussed for the solid state based on Mossbauer and IR spectroscopic data, and for solution on 1 H and 1 C NMR results. Finally, investigations have been carried out in vivo, showing the …

Orotic acidChemistryLigandStereochemistryInfrared spectroscopyGeneral ChemistryCarbon-13 NMRCleavage (embryo)Chemical synthesisInorganic Chemistrychemistry.chemical_compoundIn vivomedicineCarboxylatemedicine.drugApplied Organometallic Chemistry
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Intramolecular Michael reaction of tert-butylsulfinyl ketimines: asymmetric synthesis of 3-substituted indanones.

2011

Aromatic tert-butylsulfinyl ketimines bearing a suitable Michael acceptor at the ortho position readily undergo an intramolecular conjugate addition achieving indanone derivatives in good yields and complete diastereoselectivity.

Ortho positionMolecular StructureStereochemistryChemistryOrganic ChemistryEnantioselective synthesisStereoisomerismBiochemistryMedicinal chemistryIntramolecular forceIndansNitrilesMichael reactionIminesPhysical and Theoretical ChemistryConjugateOrganic letters
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