ArticleACS catalysis2022
Kinetic Rationalization of Nonlinear Effects in Asymmetric Catalytic Cascade Reactions under Curtin-Hammett Conditions.
Article in ACS catalysis, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed.
- Cu-Catalyzed Asymmetric Carbene Insertion into N-H, O-H, and S-H Bonds: Challenging the Existing Mechanistic Dogma.JACS Au · 2025Article
- Toward Chiral Recognition by Design: Uncovering the Self-Enantioresolving Properties of Chiral Amine Derivatives.Journal of the American Chemical Society · 2025Article
- Copper-catalysed dynamic kinetic asymmetric C-O cross-coupling to access chiral aryl oxime ethers and diaryl ethers.Nature communications · 2025Article
- Mechanistic insights into nonlinear effects in copper-catalyzed asymmetric esterification.Nature communications · 2025Article
- Kinetic Modeling Enables Understanding of Off-Cycle Processes in Pd-Catalyzed Amination of Five-Membered Heteroaryl Halides.Journal of the American Chemical Society · 2024Article
- Cu-Catalyzed Enantioselective Protoboration of 2,3-Disubstituted 1,3-Dienes.Organic letters · 2023Article
- Molecular Understanding and Practical In Silico Catalyst Design in Computational Organocatalysis and Phase Transfer Catalysis-Challenges and Opportunities.Molecules (Basel, Switzerland) · 2023Review
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Authors and funding
3 authors.
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Abstract
Observations of nonlinear effects of catalyst enantiopurity on product enantiomeric excess in asymmetric catalysis are often used to infer that more than one catalyst species is involved in one or more reaction steps. We demonstrate here, however, that in the case of asymmetric catalytic cascade reactions, a nonlinear effect may be observed in the absence of any higher order catalyst species or any reaction step involving two catalyst species. We illustrate this concept with an example from a recent report of an organocatalytic enantioselective [10 + 2] stepwise cyclization reaction. The disruption of pre-equilibria (Curtin-Hammett equilibrium) in reversible steps occurring prior to the final irreversible product formation step can result in an alteration of the final product
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Registered trials
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