2023
Concise total synthesis of (±)-Dibromoagelaspongin
Hale R, McDonald D, Spiegel D. Concise total synthesis of (±)-Dibromoagelaspongin. Tetrahedron 2023, 148: 133668. DOI: 10.1016/j.tet.2023.133668.Peer-Reviewed Original Research
2017
Preparation of (S)‐Nonafluorobutanesulfinamide
Wangweerawong A, Kolmar S, Ellman* J. Preparation of (S)‐Nonafluorobutanesulfinamide. 2017, 319-330. DOI: 10.1002/0471264229.os093.23.Peer-Reviewed Original Research
2010
Total Synthesis of (−)-Aurantioclavine
Brak K, Ellman JA. Total Synthesis of (−)-Aurantioclavine. Organic Letters 2010, 12: 2004-2007. PMID: 20356065, DOI: 10.1021/ol100470g.Peer-Reviewed Original Research
2008
Expedient Synthesis of N-Methyl Tubulysin Analogues with High Cytotoxicity
Patterson AW, Peltier HM, Ellman JA. Expedient Synthesis of N-Methyl Tubulysin Analogues with High Cytotoxicity. The Journal Of Organic Chemistry 2008, 73: 4362-4369. PMID: 18479168, DOI: 10.1021/jo800384x.Peer-Reviewed Original ResearchConceptsTubulysin analoguesN-acyl transferExpedient synthesisEfficient synthesisAmide bondN-alkylationTubuvalineStereoselective synthesisOverall yieldO-acylationSynthesisHigher cytotoxicityAnalogue 2Biological studiesHeterocyclesChemistryAnaloguesBondsAminesAcylationLarge quantitiesAlcoholYieldCytotoxicityFormationAsymmetric Synthesis of (−)-Incarvillateine Employing an Intramolecular Alkylation via Rh-Catalyzed Olefinic C−H Bond Activation
Tsai AS, Bergman RG, Ellman JA. Asymmetric Synthesis of (−)-Incarvillateine Employing an Intramolecular Alkylation via Rh-Catalyzed Olefinic C−H Bond Activation. Journal Of The American Chemical Society 2008, 130: 6316-6317. PMID: 18444613, PMCID: PMC2713182, DOI: 10.1021/ja8012159.Peer-Reviewed Original Research
2005
Asymmetric Synthesis of (+)-(S,S)-Reboxetine via a New (S)-2-(Hydroxymethyl)morpholine Preparation
Brenner E, Baldwin R, Tamagnan G. Asymmetric Synthesis of (+)-(S,S)-Reboxetine via a New (S)-2-(Hydroxymethyl)morpholine Preparation. Organic Letters 2005, 7: 937-939. PMID: 15727479, DOI: 10.1021/ol050059g.Peer-Reviewed Original Research
2004
Synthesis of a new precursor to the nicotinic receptor tracer 5-IA-85380 precursor using trimethylsilyl iodide as deblocking agent
Brenner E, Baldwin R, Tamagnan G. Synthesis of a new precursor to the nicotinic receptor tracer 5-IA-85380 precursor using trimethylsilyl iodide as deblocking agent. Tetrahedron Letters 2004, 45: 3607-3610. DOI: 10.1016/j.tetlet.2004.03.061.Peer-Reviewed Original Research
2003
Parallel Solution-Phase Asymmetric Synthesis of α-Branched Amines
Mukade T, Dragoli D, Ellman J. Parallel Solution-Phase Asymmetric Synthesis of α-Branched Amines. ACS Combinatorial Science 2003, 5: 590-596. DOI: 10.1021/cc030016w.Peer-Reviewed Original ResearchOrganomagnesium reagentsAsymmetric synthesisMicrowave irradiationLiquid/liquid separationTert-butanesulfinyl iminesSulfonic acid resinExcellent overall yieldsSequence of reactionsSulfinamide productsOrganometallic additionBranched aminesWorkup procedureParallel synthesisSulfinyl iminesResin captureAcid/base extractionAqueous workupTitanium speciesStereoselective additionGroup cleavageHigh enantiopurityCondensation stepAmine hydrochlorideAcid resinOverall yield
1999
General Solid-Phase Method for the Preparation of Mechanism-Based Cysteine Protease Inhibitors
Lee A, Huang L, Ellman J. General Solid-Phase Method for the Preparation of Mechanism-Based Cysteine Protease Inhibitors. Journal Of The American Chemical Society 1999, 121: 9907-9914. DOI: 10.1021/ja992009a.Peer-Reviewed Original ResearchNucleophilic displacementGeneral solid-phase methodExpedient solid-phase synthesisSolid-phase synthesisSolid-phase methodFirst general methodKetone productsAvailable precursorsSolid supportΑ-stereocenterKetone carbonylCysteine protease inhibitorsOverall yieldFurther transformationDiverse functionalitiesSynthesis approachHydrazones 8ThiolatesCarboxylateChloromethyl ketoneCarbonylGeneral methodKetonesAminesMercaptomethyl
1998
General Solid-Phase Synthesis Approach To Prepare Mechanism-Based Aspartyl Protease Inhibitor Libraries. Identification of Potent Cathepsin D Inhibitors
Lee C, Kick E, Ellman J. General Solid-Phase Synthesis Approach To Prepare Mechanism-Based Aspartyl Protease Inhibitor Libraries. Identification of Potent Cathepsin D Inhibitors. Journal Of The American Chemical Society 1998, 120: 9735-9747. DOI: 10.1021/ja981812m.Peer-Reviewed Original ResearchSolid-phase synthesis approachSynthesis approachSolid-phase synthesisExpedient solid-phase synthesisProtease inhibitor libraryAvailable precursorsSynthesis sequenceSeparate compoundsStereoselective reductionPotent small molecule inhibitorsSmall molecule inhibitorsOverall yieldDiverse functionalitiesEnzyme classesProtease targetsMolecule inhibitorsGeneral design principlesAspartyl protease inhibitorsCathepsin D inhibitorInhibitor libraryPure inhibitorGeneral methodBondsAmino acidsCompoundsCatalytic Asymmetric Oxidation of tert-Butyl Disulfide. Synthesis of tert-Butanesulfinamides, tert-Butyl Sulfoxides, and tert-Butanesulfinimines
Cogan D, Liu G, Kim K, Backes B, Ellman J. Catalytic Asymmetric Oxidation of tert-Butyl Disulfide. Synthesis of tert-Butanesulfinamides, tert-Butyl Sulfoxides, and tert-Butanesulfinimines. Journal Of The American Chemical Society 1998, 120: 8011-8019. DOI: 10.1021/ja9809206.Peer-Reviewed Original ResearchCatalytic asymmetric oxidationTert-butyl disulfideAsymmetric oxidationChiral Schiff base ligandsEster 2Schiff base ligandTert-butyl sulfoxidesBase ligandStoichiometric oxidantChiral sulfoxidesGrignard reagentsTert-butanesulfinamideExcellent precursorDisulfide 1Liquid ammoniaLithium amideNucleophilic displacementGood yieldsEnantiomeric excessOverall yieldFirst exampleSingle recrystallizationOxidationSulfoxideDisulfide
1997
Germanium and Silicon Linking Strategies for Traceless Solid-Phase Synthesis
Plunkett MJ, Ellman JA. Germanium and Silicon Linking Strategies for Traceless Solid-Phase Synthesis. The Journal Of Organic Chemistry 1997, 62: 2885-2893. PMID: 11671652, DOI: 10.1021/jo961889y.Peer-Reviewed Original ResearchSolid-phase synthesisAromatic compoundsTraceless Solid-Phase SynthesisMetal-aryl bondsGood overall yieldsPolymeric supportNumber of compoundsElectrophilic reagentsOverall yieldLinking strategyCompoundsSynthesisApplication of germaniumBenzodiazepine derivativesDerivativesBondsReagentsNine-step processGermaniumYield
1977
Purification and some properties of Escherichia coli tRNA nucleotidyltransferase.
Schofield P, Williams K. Purification and some properties of Escherichia coli tRNA nucleotidyltransferase. Journal Of Biological Chemistry 1977, 252: 5584-5588. PMID: 328503, DOI: 10.1016/s0021-9258(19)63390-9.Peer-Reviewed Original ResearchConceptsTransition metal chelating agentsMetal chelating agentsSodium dodecyl sulfate gel electrophoresisDodecyl sulfate gel electrophoresisSulfate gel electrophoresisTurnover numberChelating agentOverall yieldMolecular weightPure enzymeIsoelectric pointKey stepIdentical isoelectric pointsSephadex chromatographyCrude extractPurificationAffinity columnGel electrophoresisEscherichia coli tRNA nucleotidyltransferaseSpecific activityAssay conditionsChromatographyEnzymeTRNA nucleotidyltransferaseOptimal assay conditions
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