ArticleJournal of the American Chemical Society2017
Synthesis of Complex Tertiary Glycolates by Enantioconvergent Arylation of Stereochemically Labile α-Keto Esters.
Article in Journal of the American Chemical Society, 2017. 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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Who cites it
13 citing papers in PubMed.
- Cu-Catalyzed dynamic kinetic asymmetric allylation enabled enantioselective assembly of sterically congested triaryl tertiary alcohols.Nature communications · 2026Article
- Catalytic Enantioselective Methods for Synthesis of 1,2-Amino Tertiary Alcohols and Their Analogues.Chemical reviews · 2025Review
- Dynamic Kinetic Asymmetric Hydroacylation: Racemization by Soft Enolization.Journal of the American Chemical Society · 2025Article
- Ni(II)-catalyzed asymmetric alkenylation and arylation of aryl ketones with organoborons via 1,5-metalate shift.Nature communications · 2024Article
- Rhodium-Catalyzed Asymmetric Arylation-Induced Glycolate Aldol Additions of Silyl Glyoxylates.Angewandte Chemie (International ed. in English) · 2023Article
- C(spAccounts of chemical research · 2022Article
- Ru-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes viaMolecules (Basel, Switzerland) · 2022Article
- Stereodivergent Nucleophilic Additions to Racemic β-Oxo Acid Derivatives: Fast Addition Outcompetes Stereoconvergence in the Archetypal Configurationally Unstable Electrophile.Journal of the American Chemical Society · 2021Article
- Access to enantioenriched compounds bearing challenging tetrasubstituted stereocenters via kinetic resolution of auxiliary adjacent alcohols.Nature communications · 2021Article
- Stereoconvergent Conjugate Addition of Arylboronic Acids toACS catalysis · 2019Article
- Synthesis of Complex Glycolates by Enantioconvergent Addition Reactions.Accounts of chemical research · 2017Article
- Direct Zinc(II)-Catalyzed Enantioconvergent Additions of Terminal Alkynes to α-Keto Esters.Angewandte Chemie (International ed. in English) · 2017Article
- Palladium-Catalyzed β-Arylation of α-Keto Esters.Organic letters · 2017Article
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3 authors.
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Abstract
Enantioconvergent arylation reactions of boronic acids and racemic β-stereogenic α-keto esters have been developed. The reactions are catalyzed by a chiral (diene)Rh(I) complex and provide a wide array of β-stereogenic tertiary aryl glycolate derivatives with high levels of diastereo- and enantioselectivity. Racemization studies employing a series of sterically differentiated tertiary amines suggest that the steric nature of the amine base additive exerts a significant influence on the rate of substrate racemization.
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