ArticleJournal of the American Chemical Society2013
Control of diastereoselectivity for iridium-catalyzed allylation of a prochiral nucleophile with a phosphate counterion.
Article in Journal of the American Chemical Society, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 38 papers.
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Who cites it
38 citing papers in PubMed.
- Article
- Design Approaches That Utilize Ionic Interactions to Control Selectivity in Transition Metal Catalysis.Chemical reviews · 2025Review
- Enantioselective Preparation of Cyclopentene-Based Amino Acids with a Quaternary Carbon Center.The Journal of organic chemistry · 2024Article
- Modular α-tertiary amino ester synthesis through cobalt-catalysed asymmetric aza-Barbier reaction.Nature chemistry · 2024Article
- Photocatalytic Anti-Markovnikov Hydroamination of Alkenes with Primary Heteroaryl Amines.Journal of the American Chemical Society · 2023Article
- Enantioselective Total Synthesis of (+)-KB343.Journal of the American Chemical Society · 2023Article
- Hydroxy-directed iridium-catalyzed enantioselective formal β-C(spChemical science · 2022Article
- Stereoretentive Regio- and Enantioselective Allylation of Isoxazolinones by a Planar Chiral Palladacycle Catalyst.Angewandte Chemie (International ed. in English) · 2022Article
- Copper(I) Catalyzed Decarboxylative Synthesis of Diareno[The Journal of organic chemistry · 2022Article
- Enantioselective Addition of α-Nitroesters to Alkynes.Angewandte Chemie (International ed. in English) · 2021Article
- Iridium-catalyzed enantioselective olefinic C(spChemical science · 2021Article
- Rhodium-Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans.Angewandte Chemie (International ed. in English) · 2020Article
- Brønsted acid and Pd-PHOX dual-catalysed enantioselective addition of activated C-pronucleophiles to internal dienes.Chemical science · 2019Article
- Transition metal catalyzed stereodivergent synthesis ofChemical science · 2019Article
- Intermolecular Stereoselective Iridium-Catalyzed Allylic Alkylation: An Evolutionary Account.Synlett : accounts and rapid communications in synthetic organic chemistry · 2018Article
- Enantioselective Synthesis of Vicinal All-Carbon Quaternary Centers via Iridium-Catalyzed Allylic Alkylation.Angewandte Chemie (International ed. in English) · 2018Article
- Tandem Palladium and Isothiourea Relay Catalysis: Enantioselective Synthesis of α-Amino Acid Derivatives via Allylic Amination and [2,3]-Sigmatropic Rearrangement.Journal of the American Chemical Society · 2017Article
- Direct Asymmetric Alkylation of Ketones: Still Unconquered.Angewandte Chemie (International ed. in English) · 2017Review
- Iridium-Catalyzed Enantioselective Allylic Substitution of Aliphatic Esters with Silyl Ketene Acetals as the Ester Enolates.Angewandte Chemie (International ed. in English) · 2017Article
- Stereodivergent Allylic Substitutions with Aryl Acetic Acid Esters by Synergistic Iridium and Lewis Base Catalysis.Journal of the American Chemical Society · 2017Article
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Abstract
We report a highly diastereo- and enantioselective allylation of azlactones catalyzed by the combination of a metallacyclic iridium complex and an optically inactive phosphate anion. The process demonstrates an approach for conducting diastereoselective reactions with prochiral nucleophiles in the presence of metallacyclic allyliridium complexes. The reaction provides access to an array of enantioenriched allylated azlactones containing adjacent tertiary and quaternary carbon centers. Preliminary mechanistic studies suggest that the phosphate and methyl carbonate anions together induce the unusually high diastereoselectivity.
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