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 yieldNovel Sulfinyl Imine Ligands for Asymmetric Catalysis
Schenkel LB, Ellman JA. Novel Sulfinyl Imine Ligands for Asymmetric Catalysis. Organic Letters 2003, 5: 545-548. PMID: 12583765, DOI: 10.1021/ol027468m.Peer-Reviewed Original Research
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
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