2024
Catalyst–Substrate Pairings for Carbocyclic and Heterocyclic Systems in Atroposelective Quinazolinone Synthesis
Guo M, Miller S. Catalyst–Substrate Pairings for Carbocyclic and Heterocyclic Systems in Atroposelective Quinazolinone Synthesis. ACS Catalysis 2024, 17226-17232. DOI: 10.1021/acscatal.4c05014.Peer-Reviewed Original ResearchChiral phosphoric acidPositive nonlinear effectNon-covalent interactionsQuinazolinone synthesisHeterocyclic systemsCatalyst scaffoldHigh enantioselectivityNitrogen heteroatomsEnantiomeric ratioCatalystReaction developmentCatalytic scaffoldMechanistic studiesEnantioselectivityPhosphoric acidSubstrateCarbocyclesCyclocondensationHeterocyclesHeteroatomsScaffoldsReactionSynthesisReactivityYieldFe/Thiol Cooperative Hydrogen Atom Transfer Olefin Hydrogenation: Mechanistic Insights That Inform Enantioselective Catalysis
Buzsaki S, Mason S, Kattamuri P, Serviano J, Rodriguez D, Wilson C, Hood D, Ellefsen J, Lu Y, Kan J, West J, Miller S, Holland P. Fe/Thiol Cooperative Hydrogen Atom Transfer Olefin Hydrogenation: Mechanistic Insights That Inform Enantioselective Catalysis. Journal Of The American Chemical Society 2024, 146: 17296-17310. PMID: 38875703, PMCID: PMC11209773, DOI: 10.1021/jacs.4c04047.Peer-Reviewed Original ResearchMetal-catalyzed hydrogen atom transferChiral thiolsAsymmetric hydrogenationSynthesis of complex moleculesMinimally functionalized olefinsSelectivity-determining stepTransition metal catalysisHydrogen atom transferOff-cycle speciesH-atom donorsTransfer of hydrideAsymmetric inductionElectron-richAtom transferMetal catalysisEnantioselective reductionThiol catalystMetal catalystsAlkyl radicalsElectron-neutralIron speciesOlefinsTraditional hydrogenationEnantiomeric ratioRadical catalysis
2014
Diastereo- and Enantioselective Addition of Anilide-Functionalized Allenoates to N‑Acylimines Catalyzed by a Pyridylalanine-Based Peptide
Mbofana CT, Miller SJ. Diastereo- and Enantioselective Addition of Anilide-Functionalized Allenoates to N‑Acylimines Catalyzed by a Pyridylalanine-Based Peptide. Journal Of The American Chemical Society 2014, 136: 3285-3292. PMID: 24527787, DOI: 10.1021/ja412996f.Peer-Reviewed Original Research