2024
Enantioselective S‐Alkylation of Sulfenamides by Phase‐Transfer Catalysis
Champlin A, Kwon N, Ellman J. Enantioselective S‐Alkylation of Sulfenamides by Phase‐Transfer Catalysis. Angewandte Chemie 2024, 136 DOI: 10.1002/ange.202408820.Peer-Reviewed Original ResearchExcellent functional group compatibilityChiral sulfur centerFunctional group compatibilityPhase-transfer catalysisEfficient asymmetric synthesisChiral HPLC separationEnantioselective alkylationPseudoenantiomeric catalystsAsymmetric synthesisGroup compatibilityCinchona alkaloidsProtecting groupsSulfur centerPhase-transferReductive cleavageBioactive pharmacophoresAqueous KOHAqueous conditionsHPLC separationBroad scopeSulfenamideCinchonidineSulfiliminePharmacophoreCatalystEnantioselective S‐Alkylation of Sulfenamides by Phase‐Transfer Catalysis
Champlin A, Kwon N, Ellman J. Enantioselective S‐Alkylation of Sulfenamides by Phase‐Transfer Catalysis. Angewandte Chemie International Edition 2024, 63: e202408820. PMID: 39058627, PMCID: PMC11514311, DOI: 10.1002/anie.202408820.Peer-Reviewed Original ResearchExcellent functional group compatibilityChiral sulfur centerFunctional group compatibilityPhase-transfer catalysisEfficient asymmetric synthesisChiral HPLC separationEnantioselective alkylationPseudoenantiomeric catalystsAsymmetric synthesisGroup compatibilityCinchona alkaloidsProtecting groupsSulfur centerPhase-transferReductive cleavageBioactive pharmacophoresAqueous KOHAqueous conditionsHPLC separationBroad scopeSulfenamideCinchonidineSulfiliminePharmacophoreCatalyst
2005
Catalytic Enantioselective Sulfinyl Transfer Using Cinchona Alkaloid Catalysts
Peltier HM, Evans JW, Ellman JA. Catalytic Enantioselective Sulfinyl Transfer Using Cinchona Alkaloid Catalysts. Organic Letters 2005, 7: 1733-1736. PMID: 15844893, DOI: 10.1021/ol050275p.Peer-Reviewed Original ResearchConceptsCinchona alkaloid catalystsCatalytic Enantioselective SynthesisPractical reaction conditionsAvailable cinchona alkaloidsSuperior catalystTransfer reactionsReaction conditionsSulfinate estersEnantioselective synthesisCinchona alkaloidsBenzyl alcoholEster productsCatalystAlcoholSynthesisTransferReactionChlorideEstersEEAlkaloidsYieldProducts
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