ArticleJournal of the American Chemical Society2018
Parameterization and Analysis of Peptide-Based Catalysts for the Atroposelective Bromination of 3-Arylquinazolin-4(3H)-ones.
Article in Journal of the American Chemical Society, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
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Who cites it
19 citing papers in PubMed.
- Organocatalytic aromatization-promoted umpolung reaction of imines.Nature chemistry · 2024Article
- Machine Learning to Develop Peptide Catalysts-Successes, Limitations, and Opportunities.ACS central science · 2024Article
- Catalysing (organo-)catalysis: Trends in the application of machine learning to enantioselective organocatalysis.Beilstein journal of organic chemistry · 2024Review
- Ratcheting synthesis.Nature reviews. Chemistry · 2024Review
- Generality-oriented optimization of enantioselective aminoxyl radical catalysis.Science (New York, N.Y.) · 2023Article
- Construction of Non-Biaryl Atropisomeric Amide Scaffolds Bearing a C-N Axis via Enantioselective Catalysis.Molecules (Basel, Switzerland) · 2022Review
- A Case Study in Catalyst Generality: Simultaneous, Highly-Enantioselective Brønsted- and Lewis-Acid Mechanisms in Hydrogen-Bond-Donor Catalyzed Oxetane Openings.Journal of the American Chemical Society · 2021Article
- Isolating Conformers to Assess Dynamics of Peptidic Catalysts Using Computationally Designed Macrocyclic Peptides.ACS catalysis · 2021Article
- Access toChemical science · 2021Article
- Interrogation of 2,2'-Bipyrimidines as Low-Potential Two-Electron Electrolytes.Journal of the American Chemical Society · 2021Article
- Asymmetric Catalysis Mediated by Synthetic Peptides, Version 2.0: Expansion of Scope and Mechanisms.Chemical reviews · 2020Review
- Quantitative Structure-Selectivity Relationships in Enantioselective Catalysis: Past, Present, and Future.Chemical reviews · 2020Review
- Terahertz Spectroscopy of Tetrameric Peptides.The journal of physical chemistry letters · 2019Article
- Disparate Catalytic Scaffolds for Atroposelective Cyclodehydration.Journal of the American Chemical Society · 2019Article
- Access to P-chiral phosphine oxides by enantioselective allylic alkylation of bisphenols.Chemical science · 2019Article
- Conformational Dynamics in Asymmetric Catalysis: Is Catalyst Flexibility a Design Element?Synthesis · 2019Article
- Peptide-Based Catalysts Reach the Outer Sphere through Remote Desymmetrization and Atroposelectivity.Accounts of chemical research · 2019Article
- Molecular Dynamics Simulations of a Conformationally Mobile Peptide-Based Catalyst for Atroposelective Bromination.ACS catalysis · 2018Article
- Enantioselective fluorination of homoallylic alcohols enabled by the tuning of non-covalent interactions.Chemical science · 2018Article
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5 authors.
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Abstract
We report the development of a method to parameterize and predict the performance of structurally flexible β-turn-containing peptide catalysts, using the atroposelective bromination of 3-arylquinazolin-4(3H)-ones as a case study. The multivariate correlations obtained for tetrapeptides of two β-turn types, type I' pre-helical and type II' β-hairpin, indicate that although one conformer may be associated with a more dominant contribution to the observed enantioselectivity, it is possible that multiple conformers contribute to a complex transition state ensemble.
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