ArticleOrganic letters2015
A Simple Primary Amine Catalyst for Enantioselective α-Hydroxylations and α-Fluorinations of Branched Aldehydes.
Article in Organic letters, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Outcompeting hydrofunctionalization: Asymmetric remote substitution of alkynes.Science advances · 2025Article
- Enantioselective SNature communications · 2024Article
- P(V)-Promoted Rh-Catalyzed Highly Regioselective Hydroformylation of Styrenes under Mild Conditions.Molecules (Basel, Switzerland) · 2024Article
- Catalytic Asymmetric α-Functionalization of α-Branched Aldehydes.Molecules (Basel, Switzerland) · 2023Review
- Synergistic Peptide and Gold Catalysis: Enantioselective Addition of Branched Aldehydes to Allenamides.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Recent Advances in the Catalytic Asymmetric Reactions of Oxaziridines.Molecules (Basel, Switzerland) · 2018Review
- Modern Approaches for Asymmetric Construction of Carbon-Fluorine Quaternary Stereogenic Centers: Synthetic Challenges and Pharmaceutical Needs.Chemical reviews · 2018Review
- Stereodivergent Coupling of Aldehydes and Alkynes via Synergistic Catalysis Using Rh and Jacobsen's Amine.Journal of the American Chemical Society · 2017Article
- Reagent-controlled enantioselectivity switch for the asymmetric fluorination of β-ketocarbonyls by chiral primary amine catalysis.Chemical science · 2017Article
- Enantioselective fluorination of α-branched aldehydes and subsequent conversion to α-hydroxyacetalsChemical science · 2016Article
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Authors and funding
2 authors.
Funding
Abstract
A new primary amine catalyst for the asymmetric α-hydroxylation and α-fluorination of α-branched aldehydes is described. The products of the title transformations are generated in excellent yields with high enantioselectivities. Both processes can be performed within short reaction times and on gram scale. The similarity in results obtained in both reactions, combined with computational evidence, implies a common basis for stereoinduction and the possibility of a general catalytic mechanism for α-functionalizations. Promising initial results in α-amination and α-chlorination reactions support this hypothesis.
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