ArticleJournal of the American Chemical Society2018
Catalytic Enantioselective Synthesis of Acyclic Quaternary Centers: Palladium-Catalyzed Decarboxylative Allylic Alkylation of Fully Substituted Acyclic Enol Carbonates.
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 23 papers.
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Who cites it
23 citing papers in PubMed.
- Transient Boryl Assistance Enables Stereoselective Alkylation of Acyclic Tetrasubstituted Enolates.Angewandte Chemie (International ed. in English) · 2026Article
- General Light-Induced Pd-Catalyzed Allylic C-H Alkylation of Internal Alkenes: Direct Access to Tertiary and Quaternary Carbon Centers.Journal of the American Chemical Society · 2025Article
- Rh(II)-Catalyzed EnantioselectiveOrganic letters · 2024Article
- Tandem Dearomatization/Enantioselective Allylic Alkylation of Pyridines.Journal of the American Chemical Society · 2023Article
- Atom-economic and stereoselective catalytic synthesis of fully substituted enol esters/carbonates of amides in acyclic systems enabled by boron Lewis acid catalysis.Chemical science · 2023Article
- A Catalytic Method for the Enantioselective Synthesis of α-Quaternary Ketones, α-Ketoesters and Aldehydes.Angewandte Chemie (International ed. in English) · 2023Article
- Total Synthesis and Functional Evaluation of IORs, Sulfonolipid-based Inhibitors of Cell Differentiation in Salpingoeca rosetta.Angewandte Chemie (International ed. in English) · 2022Article
- Catalytic Enantioselective Synthesis of α-Difunctionalized Cyclic Sulfones.The Journal of organic chemistry · 2022Article
- Copper(I)-Catalyzed Synthesis of Unsymmetrical All-Carbon Bis-Quaternary Centers at the Opposing α-Carbons of Cyclohexanones.Organic letters · 2022Article
- Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Thietane 1,1-Dioxides.Organic letters · 2022Article
- Asymmetric construction of acyclic quaternary stereocenters via direct enantioselective additions of α-alkynyl ketones to allenamides.Nature communications · 2021Article
- Base-Mediated Claisen Rearrangement of CFMolecules (Basel, Switzerland) · 2021Article
- Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.Chemical reviews · 2021Article
- Recent Advances in Enantioselective Pd-Catalyzed Allylic Substitution: From Design to Applications.Chemical reviews · 2021Article
- Asymmetric, visible light-mediated radical sulfinyl-Smiles rearrangement to access all-carbon quaternary stereocentres.Nature chemistry · 2021Article
- Enantioselective synthesis of highly oxygenated acyclic quaternary center-containing building blocksChemical science · 2020Article
- The Allylic Alkylation of Ketone Enolates.ChemistryOpen · 2020Review
- Palladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Acyclic α-Organic letters · 2020Article
- Catalytic Asymmetric Allylic Amination with Isatins, Sulfonamides, Imides, Amines, andOrganic letters · 2020Article
- Palladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Protected Benzoin-Derived Enol Carbonates.Advanced synthesis & catalysis · 2020Article
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3 authors.
Funding
Abstract
The first enantioselective palladium-catalyzed decarboxylative allylic alkylation of fully substituted acyclic enol carbonates providing linear α-quaternary ketones is reported. Investigation into the reaction revealed that the use of an electron-deficient phosphinooxazoline ligand renders the enolate geometry of the starting material inconsequential, with the same enantiomer of product obtained in the same level of selectivity regardless of the starting ratio of enolates. As a result, a general method toward acyclic all-carbon quaternary stereocenters has been developed.
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