Search results for " Organocatalysis"

showing 10 items of 18 documents

Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives

2022

γ-Aminobutyric acid (GABA) represents one of the most prolific structural units widely used in the design of modern pharmaceuticals. For example, β-substituted GABA derivatives are found in numerous neurological drugs, such as baclofen, phenibut, tolibut, pregabalin, phenylpiracetam, brivaracetam, and rolipram, to mention just a few. In this review, we critically discuss the literature data reported on the preparation of substituted GABA derivatives using the Michael addition reaction as a key synthetic transformation. Special attention is paid to asymmetric methods featuring synthetically useful stereochemical outcomes and operational simplicity. This research was funded by the National Na…

Baclofenasymmetric Michael additionγ-aminobutyric-acid derivativesOrganic ChemistryPregabalinPharmaceutical ScienceStereoisomerismQuímica farmacèuticapharmaceuticalsneurological drugsAnalytical ChemistryReaccions químiqueschiral auxiliariesChemistry (miscellaneous)Drug DiscoveryMolecular Medicineenantioselective organocatalysisPhysical and Theoretical Chemistrygamma-Aminobutyric AcidMedicaments
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New proline derivatives as recyclable catalysts for aldol reaction

2009

Catalysis Organocatalysis Aldol Reaction
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Enhanced Activity and Stereoselectivity of Polystyrene-Supported Proline-Based Organic Catalysts for Direct Asymmetric Aldol Reaction in Water

2009

Several polystyrene-supported proline dipeptides and a prolinamide derivative were prepared by thiol–ene coupling. These materials were used as catalysts for the direct asymmetric aldol reaction in water, and results compared with unsupported catalysts in water. Such an approach gave more active or stereoselective catalysts compared to the unsupported compounds, showing that our immobilization procedure may be useful to develop catalytic materials with enhanced performance. Moreover, these catalysts can be recovered and reused for at least nine times without loss of activity or can be easily regenerated when their activity has decreased. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, …

ChemistryCatalyst supportOrganic ChemistryEnantioselective synthesisSettore CHIM/06 - Chimica OrganicaChemical synthesisCatalysisAldol reactionOrganocatalysisOrganic chemistryDipeptide Organocatalysis Prolinamide Proline Supported catalystAldol condensationStereoselectivityPhysical and Theoretical ChemistryEuropean Journal of Organic Chemistry
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Novel supported dipeptides as recyclable catalysts for asymmetric aldol reaction

2009

Dipeptides organocatalysis aldol reaction
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Combining organocatalysis and lanthanide catalysis: a sequential one-pot quadruple reaction sequence/hetero-Diels-Alder asymmetric synthesis of funct…

2016

A stereoselective one-pot synthesis of functionalized complex tricyclic polyethers has been achieved using the combination of secondary amine and lanthanide catalysis. This one-pot quadruple reaction/Hetero-Diels–Alder sequence gave good yields (per step) as well as excellent diastereo- and enantioselectivities. Furthermore, the particular combination of lanthanide complexes with organocatalysis is one of the first examples described for sequential catalysis.

LanthanideheterocyclesChemistry010405 organic chemistryasymmetric catalysis; heterocycles; lanthanides; organocatalysis; synthetic methodsEnantioselective synthesisasymmetric catalysisSequence (biology)General ChemistryGeneral Medicine010402 general chemistry01 natural sciencesCatalysisCatalysis0104 chemical sciencesOrganocatalysisDiels aldersynthetic methodsOrganic chemistryAmine gas treatingStereoselectivitylanthanidesorganocatalysista116
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Advances in organic and organic-inorganic hybrid polymeric supports for catalytic applications

2016

In this review, the most recent advances (2014–2016) on the synthesis of new polymer-supported catalysts are reported, focusing the attention on the synthetic strategies developed for their preparation. The polymer-supported catalysts examined will be organic-based polymers and organic-inorganic hybrids and will include, among others, polystyrenes, poly-ionic liquids, chiral ionic polymers, dendrimers, carbon nanotubes, as well as silica and halloysite-based catalysts. Selected examples will show the synthesis and application in the field of organocatalysis and metal-based catalysis both for non-asymmetric and asymmetric transformations.

Materials sciencePharmaceutical ScienceAsymmetric catalysiHomogeneous catalysisNanotechnologyReviewCarbon nanotube010402 general chemistryHeterogeneous catalysis01 natural sciencesAnalytical ChemistryCatalysislaw.inventionlcsh:QD241-441Heterogeneous catalysiOrganocatalysilcsh:Organic chemistrylawDendrimerDrug DiscoveryOrganic-inorganic hybridOrganic chemistryorganocatalysisPhysical and Theoretical ChemistryPolystyrenechemistry.chemical_classification010405 organic chemistryMedicine (all)Organic ChemistryEnantioselective synthesisasymmetric catalysisPolymerAsymmetric catalysis; Heterogeneous catalysis; Metal catalyst; Organic-inorganic hybrid; Organocatalysis; Polystyrene; Medicine (all); Organic ChemistrySettore CHIM/06 - Chimica OrganicaMetal catalyst0104 chemical sciencesheterogeneous catalysischemistryChemistry (miscellaneous)OrganocatalysisMolecular Medicine
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Simple and low loading catalysts for asymmetric aldol reaction under aqueous condition

2009

Proline Organocatalysis Aldol reaction
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Proline- and prolinamide-supported polystyrene: powerful and highly recyclable organocatalysts for the asymmetric aldol reaction

2009

Proline Organocatalysis Stereoselective synthesis
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Novel supported substituted prolinamide as recyclable catalyst for asymmetric aldol reaction

2010

Proline Organocatalysis Stereoselective synthesis Supported catalyst
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New substituted imidazolidinone as low loading catalyst for α-alkylation of aldehydes

2013

asymmetric alkylation benzodithiolylium cation MacMillan catalyst organocatalysis
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