2025
Enantiocontrolled Cyclization to Form Chiral 7- and 8‑Membered Rings Unified by the Same Catalyst Operating with Different Mechanisms
Tampellini N, Mercado B, Miller S. Enantiocontrolled Cyclization to Form Chiral 7- and 8‑Membered Rings Unified by the Same Catalyst Operating with Different Mechanisms. Journal Of The American Chemical Society 2025, 147: 4624-4630. PMID: 39847512, PMCID: PMC11815475, DOI: 10.1021/jacs.4c17080.Peer-Reviewed Original ResearchApplication of asymmetric catalysisCyclization of substratesMedium-sized ringsSeven-membered ringEight-membered ringAxis of chiralitySingle bond axisChiral catalystsOrganocatalytic strategyAsymmetric catalysisCyclization methodStereogenic atomsCyclization reactionCyclization stepRing sizeMild conditionsCyclizationCatalystRingChiralityReactionMechanistic paradigmEnantiocontrolStereocontrolSterically
2018
Divergent Control of Point and Axial Stereogenicity: Catalytic Enantioselective C−N Bond‐Forming Cross‐Coupling and Catalyst‐Controlled Atroposelective Cyclodehydration
Kwon Y, Chinn AJ, Kim B, Miller SJ. Divergent Control of Point and Axial Stereogenicity: Catalytic Enantioselective C−N Bond‐Forming Cross‐Coupling and Catalyst‐Controlled Atroposelective Cyclodehydration. Angewandte Chemie International Edition 2018, 57: 6251-6255. PMID: 29637680, PMCID: PMC5964046, DOI: 10.1002/anie.201802963.Peer-Reviewed Original ResearchConceptsAxis of chiralityCopper complexesChiral phosphoric acid catalystChiral copper complexesPhosphoric acid catalystStereogenic carbon centersMultiple stereoisomersCatalytic approachCatalytic reactionStereogenic elementsAcid catalystRemote desymmetrizationCatalyst controlAxial chiralityCarbon centerStereogenic centersCross couplingHigh diastereoselectivityPhosphoric acidCatalystChiralityStereoisomersCyclodehydrationStereogenicityReaction
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