2008
Synthesis of Dihydropyridines and Pyridines from Imines and Alkynes via C−H Activation
Colby DA, Bergman RG, Ellman JA. Synthesis of Dihydropyridines and Pyridines from Imines and Alkynes via C−H Activation. Journal Of The American Chemical Society 2008, 130: 3645-3651. PMID: 18302381, PMCID: PMC3057408, DOI: 10.1021/ja7104784.Peer-Reviewed Original ResearchConceptsSynthesis of dihydropyridinesReductive elimination stepOne-pot CX-ray analysisFacile COxidative additionDihydropyridine intermediatesPyridine derivativesH activationStructure determinationElimination stepAromatization sequenceRate constantsAlkynesLigandsNew classSynthesisKinetic simulationsBroad scopePyridineIminesKetiminesAldiminesIntermediatesComplexes
2001
Asymmetric Synthesis of Protected 1,2-Amino Alcohols Using tert-Butanesulfinyl Aldimines and Ketimines
Tang T, Volkman S, Ellman J. Asymmetric Synthesis of Protected 1,2-Amino Alcohols Using tert-Butanesulfinyl Aldimines and Ketimines. The Journal Of Organic Chemistry 2001, 66: 8772-8778. PMID: 11749605, DOI: 10.1021/jo0156868.Peer-Reviewed Original ResearchConceptsTert-butanesulfinyl aldiminesAmino alcoholsFurther synthetic transformationsOrganometallic reagentsSynthetic transformationsAsymmetric synthesisO-deprotectionProduct 3Reaction productsGeneral protocolHigh yieldsAlkylKetiminesAldiminesSynthesisAlcoholReagentsDiastereoselectivityPrecursorsYieldProductsProtected
1999
Asymmetric synthesis of chiral amines by highly diastereoselective 1,2-additions of organometallic reagents to N-tert-butanesulfinyl imines
Cogan D, Liu G, Ellman J. Asymmetric synthesis of chiral amines by highly diastereoselective 1,2-additions of organometallic reagents to N-tert-butanesulfinyl imines. Tetrahedron 1999, 55: 8883-8904. DOI: 10.1016/s0040-4020(99)00451-2.Peer-Reviewed Original ResearchOrganometallic reagentsTert-butanesulfinyl aldiminesTert-butanesulfinyl iminesAddition of alkylN-tert-butanesulfinyl ketiminesSulfinamide productsSulfinyl iminesChiral aminesAsymmetric synthesisDiastereoselective methodElectronic propertiesAcidic methanolysisIminesAminesAllyl carbanionReagentsAlkenylCarbanionsAlkylArylAldehydesKetiminesAldiminesKetonesSynthesis
This site is protected by hCaptcha and its Privacy Policy and Terms of Service apply