2021
Development of an Enantioselective Synthesis of (−)-Euonyminol
Tomanik M, Xu Z, Guo F, Wang Z, Yang KR, Batista VS, Herzon SB. Development of an Enantioselective Synthesis of (−)-Euonyminol. The Journal Of Organic Chemistry 2021, 86: 17011-17035. PMID: 34784213, DOI: 10.1021/acs.joc.1c02167.Peer-Reviewed Original ResearchConceptsTrig cyclizationSuccessful synthetic strategyEnantioselective synthetic routeDihydro-β-agarofuran sesquiterpenesLate-stage intermediatesΑ-ketol rearrangementSynthetic routeSynthetic strategyDiol residuesOxidation stateFirst-generation approachRadical cyclizationImproved synthesisEnantioselective synthesisAllylic alcoholsOpening reactionUnsaturated ketonesSynthetic sequenceEuonyminolComputational studyCyclizationMacrocyclic alkaloidsSynthesisCathedulinsKey stepRhodium-Catalyzed C–H Alkenylation/Electrocyclization Cascade Provides Dihydropyridines That Serve as Versatile Intermediates to Diverse Nitrogen Heterocycles
Dongbang S, Confair DN, Ellman JA. Rhodium-Catalyzed C–H Alkenylation/Electrocyclization Cascade Provides Dihydropyridines That Serve as Versatile Intermediates to Diverse Nitrogen Heterocycles. Accounts Of Chemical Research 2021, 54: 1766-1778. PMID: 33740369, PMCID: PMC8026680, DOI: 10.1021/acs.accounts.1c00027.Peer-Reviewed Original ResearchConceptsNitrogen heterocyclesSilyl groupStereogenic centersVersatile intermediatesElectrocyclization cascadeSynthetic method developmentExcellent functional group compatibilityNatural product synthesisDensity functional theory calculationsComplex polycyclic productsDiverse nitrogen heterocyclesMultiple stereogenic centersMechanistic experimentsFunctional theory calculationsShort reaction sequenceFunctional group compatibilityAddition of hydrideEfficient asymmetric synthesisDrug discovery applicationsContiguous stereogenic centersRegioselective ring openingSynthetic strategyMedicinal chemistryDihydropyridine productsChemical biology
2012
Synthesis and evaluation of 11β-(4-Substituted phenyl) estradiol analogs: Transition from estrogen receptor agonists to antagonists
Hanson RN, Hua E, Hendricks JA, Labaree D, Hochberg RB. Synthesis and evaluation of 11β-(4-Substituted phenyl) estradiol analogs: Transition from estrogen receptor agonists to antagonists. Bioorganic & Medicinal Chemistry 2012, 20: 3768-3780. PMID: 22608920, PMCID: PMC3581310, DOI: 10.1016/j.bmc.2012.04.041.Peer-Reviewed Original ResearchConceptsSynthetic strategyNew compoundsERα-LBDPotential drug delivery systemPrevious synthetic studiesSeries of compoundsDrug delivery systemsClass of compoundsSynthetic methodTerminal groupsFacile accessSynthetic studiesDrug conjugationSpecific structural featuresCompetitive ligandCompoundsSteroidal agonistsDelivery systemRepresentative scaffoldsStructural featuresERβ-LBDSubtype selectivityActive groupAnaloguesScaffolds
This site is protected by hCaptcha and its Privacy Policy and Terms of Service apply