ArticleOrganic letters2015
Palladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Cyclopentanones.
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 13 papers.
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13 citing papers in PubMed.
- α-Amination of 1,3-Dicarbonyl Compounds and Analogous Reactive Enolate-Precursors Using Ammonia under Oxidative Conditions.Angewandte Chemie (International ed. in English) · 2025Article
- Recent Advances in Enantioselective Pd-Catalyzed Allylic Substitution: From Design to Applications.Chemical reviews · 2021Article
- The Allylic Alkylation of Ketone Enolates.ChemistryOpen · 2020Review
- Catalytic enantioselective synthesis of carbocyclic and heterocyclic spiranesChemical science · 2020Article
- Intermolecular Stereoselective Iridium-Catalyzed Allylic Alkylation: An Evolutionary Account.Synlett : accounts and rapid communications in synthetic organic chemistry · 2018Article
- Short Enantioselective Formal Synthesis of (-)-Platencin.Synthesis · 2018Article
- Enantioselective palladium-catalyzed allylic alkylation reactions in the synthesis of Aspidosperma and structurally related monoterpene indole alkaloids.Natural product reports · 2018Review
- Cu-catalyzed enantioselective synthesis of tertiary benzylic copper complexes and theirChemical science · 2018Article
- Asymmetric Synthesis of All-Carbon Quaternary Spirocycles via a Catalytic Enantioselective Allylic Alkylation Strategy.Tetrahedron letters · 2017Article
- Enantioselective Construction of Acyclic Quaternary Carbon Stereocenters: Palladium-Catalyzed Decarboxylative Allylic Alkylation of Fully Substituted Amide Enolates.Journal of the American Chemical Society · 2017Article
- Iridium-Catalyzed Enantioselective Allylic Substitution of Aliphatic Esters with Silyl Ketene Acetals as the Ester Enolates.Angewandte Chemie (International ed. in English) · 2017Article
- Advances in Stereoconvergent Catalysis from 2005 to 2015: Transition-Metal-Mediated Stereoablative Reactions, Dynamic Kinetic Resolutions, and Dynamic Kinetic Asymmetric Transformations.Chemical reviews · 2017Article
- Oxidation of Hindered Allylic C-H Bonds with Applications to the Functionalization of Complex Molecules.ACS catalysis · 2017Article
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6 authors.
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Abstract
The first general method for the enantioselective construction of all-carbon quaternary centers on cyclopentanones by enantioselective palladium-catalyzed decarboxylative allylic alkylation is described. Employing the electronically modified (S)-(p-CF3)3-t-BuPHOX ligand, α-quaternary cyclopentanones were isolated in yields up to >99% with ee's up to 94%. Additionally, in order to facilitate large-scale application of this method, a low catalyst loading protocol was employed, using as little as 0.15 mol % Pd, furnishing the product without any loss in ee.
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