Search results for "stereochemistry"

showing 10 items of 4831 documents

Exploiting the CNC Side Chain in Heterocyclic Rearrangements: Synthesis of 4(5)-Acylamino-imidazoles

2010

A new variation on the Boulton-Katritzky reaction is reported, namely, involving use of a CNC side chain. A novel Montmorillonite-K10 catalyzed nonreductive transamination of a 3-benzoyl-1,2,4-oxadiazole afforded a 3-(alpha-aminobenzyl)-1,2,4-oxadiazole, which was condensed with benzaldehydes to afford the corresponding imines. In the presence of strong base, these imines underwent Boulton-Katritzky-type rearrangement to afford novel 4(5)-acylaminoimidazoles.

chemistry.chemical_classificationchemistryTransaminationStereochemistryOrganic ChemistrySide chainSettore CHIM/06 - Chimica OrganicaPhysical and Theoretical Chemistryoxadiazole imidazole heterocyclic rearrangement transamination heterogeneous catalysisBiochemistryCatalysisOrganic Letters
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Pyrrolo[3,4-e][1,2,3]triazolo[1,5-a]pyrimidine and pyrrolo[3,4-d] [1,2,3]triazolo[1,5-a]pyrimidine. New tricyclic ring systems of biological interest

2000

Derivatives of the new ring system pyrrolo[3,4-e][1,2,3] triazolo[1,5-a]pyrimidine 6 were prepared in high yields in one step by reaction of 3-azidopyrrole 3 and substituted acetonitriles. Compound 6b rearranged, upon heating in dimethyl sulfoxide in the presence of water, to pyrrolo[3,4-d][1,2,3]triazolo-[1,5-a]pyrimidine 7.

chemistry.chemical_classificationchemistry.chemical_compoundAcetonitrileschemistryPyrimidineDimethyl sulfoxideStereochemistryOrganic ChemistryRing (chemistry)TricyclicD-1Journal of Heterocyclic Chemistry
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ChemInform Abstract: Pyrrolo[3,4-e][1,2,3]triazolo[1,5-a]pyrimidine and Pyrrolo[3,4-d][1,2,3]triazolo[1,5-a]pyrimidine. New Tricyclic Ring Systems of…

2001

Derivatives of the new ring system pyrrolo[3,4-e][1,2,3] triazolo[1,5-a]pyrimidine 6 were prepared in high yields in one step by reaction of 3-azidopyrrole 3 and substituted acetonitriles. Compound 6b rearranged, upon heating in dimethyl sulfoxide in the presence of water, to pyrrolo[3,4-d][1,2,3]triazolo-[1,5-a]pyrimidine 7.

chemistry.chemical_classificationchemistry.chemical_compoundAcetonitrileschemistryPyrimidineStereochemistryDimethyl sulfoxideTriazole derivativesGeneral MedicineRing (chemistry)D-1TricyclicChemInform
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Arabinosylamine in Asymmetric Syntheses of Chiral Piperidine Alkaloids.

2004

The stereodifferentiating potential of arabinosyl aldimines was utilized in stereoselective syntheses of 2-substituted dehydropiperidinones and their further transformation to 2,6-cis-substituted piperidinones. The absolute configuration was proven by X-ray analysis and by the synthesis of the enantiomerically pure alkaloid (+)-dihydropinidine. The presented method offers the possibility to synthesize piperidine derivatives enantiomeric to those obtained by the application of the corresponding galactosylamine auxiliary.

chemistry.chemical_classificationchemistry.chemical_compoundAldiminechemistryStereochemistryOrganic ChemistryAbsolute configurationOrganic chemistryStereoselectivityGeneral MedicinePiperidineEnantiomerArabinosylamineChemInform
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ChemInform Abstract: A Stereoselective Synthesis of (+)-Malyngolide via a Ring-Closing Olefin Metathesis.

2000

Abstract A very short and stereoselective synthesis of the non-natural enantiomer of malyngolide from l -erythrulose is described. Key features of the synthesis are the Felkin–Anh diastereoselective allylation of a polyoxygenated ketone and the allylation/metathesis/allylic oxidation protocol recently described by our group.

chemistry.chemical_classificationchemistry.chemical_compoundAllylic rearrangementKetoneChemistryStereochemistryStereoselectivityMalyngolideErythruloseGeneral MedicineEnantiomerRing (chemistry)MetathesisChemInform
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Novel Porphyrin-Cholic Acid Conjugates as Receptors for Biologically Important Anions

2005

A series of novel receptors showing high binding affinity in aqueous media for biologically important anions are reported. These naturally chromophoric porphyrin-based receptors contain cholic acids connected via quaternary alkyl ammonium amido linkages.

chemistry.chemical_classificationchemistry.chemical_compoundAqueous mediumChemistryStereochemistrypolycyclic compoundsCholic acidAmmoniumGeneral ChemistryReceptorPorphyrinAlkylConjugateSupramolecular Chemistry
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An Uncommon Pathway in the Biosynthesis of Acetylenic Fatty Acids in Mosses

1995

Although more than 600 acetylenic compounds of various structures have been found in plants [1], hardly anything is known about the formation of the triple bonds. The acetylenes so far known from Bryophytes, have been identified as long chain fatty acids with a characteristic arrangement of one triple bond and one to three double bonds.

chemistry.chemical_classificationchemistry.chemical_compoundBiosynthesischemistryDouble bondStereochemistryAcetylenic acidAcetylenic CompoundsTriple bondLong chainStearidonic acid
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The Synthesis of Bioactive Sesquiterpenes from Santonin

2000

Abstract This article reviews the literature published in the last decade dealing with the transformation of α-santonin into bioactive or potentially bioactive sesquiterpenes. A number of syntheses starting from 8α-hydroxysantonin (artemisin) have also been included. Special emphasis has been placed on synthesized products that show biological activity. Major advances in this field include the application of new reagents and methodologies for the structural modification of the santonin skeleton and functionality, and its transformation into other sesquiterpenes, especially sesquiterpene lactones. The review has been organised into five parts: 1. Introduction: An overview of the structure an…

chemistry.chemical_classificationchemistry.chemical_compoundChemistryStereochemistryMoietyOrganic chemistrySesquiterpeneLactoneSantonin
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Mukaiyama-type, eight-membered ring closure: Access to a tricyclic system related to taxanes

1998

Abstract Addition of Me2CuLi, with in situ trapping by TMSCl, to Hagemann's ester derivative 13, furnished silyl enol ether 14. Mukaiyama-type cyclization of the latter compound gave the tricyclic derivative 15, structurally related to the taxane core.

chemistry.chemical_classificationchemistry.chemical_compoundChemistryStereochemistryOrganic ChemistryDrug DiscoverySilyl enol etherRing (chemistry)BiochemistryDerivative (chemistry)TricyclicTetrahedron Letters
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Über einige niedermolekulare modellverbindungen für polyacroleine. Polymere acroleine. 24. mitt.

1962

Fur die in Redoxpolymerisaten des Acroleins diskutierten Grundbausteine konnen folgende Verbindungen als niedermolekulare Modellsubstanzen betrachtet werden: Isobutyraldehyd, Glutardialdehyd, 2-Hydroxy-tetrahydropyran, 2-(2-Tetrahydropyranyloxy)-tetrahydropyran und 2,6-Dialkoxytetrahydropyrane. An diesen Modellverbindungen werden die mit Polyacroleinen durchgefuhrten Umsetzungen diskutiert. Es ergeben sich Aussagen uber den Reaktionsverlauf, die erzielbaren Umsetzungsgrade und die Zuordnung von IR-Absorptionsbanden. Die Reaktionen der Polyacroleine fuhren danach entweder zu Tetrahydropyran-Derivaten oder zu acyclischen Aldehyd-Derivaten. For the discussed basic units in the redoxpolymer of …

chemistry.chemical_classificationchemistry.chemical_compoundChemistryStereochemistryPolymer chemistryTetrahydropyranAldehydeIsobutyraldehydeDie Makromolekulare Chemie
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