Organocatalytic enantioselective allylic alkylation of α-aryl γ-lactones: an approach to densely functionalized quaternary stereocentres
| Autor: | Fabienne Grellepois, Emmanuel Riguet, Morgane Mando |
|---|---|
| Přispěvatelé: | Institut de Chimie Moléculaire de Reims - UMR 7312 (ICMR), SFR Condorcet, Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-SFR CAP Santé (Champagne-Ardenne Picardie Santé), Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
010405 organic chemistry
Stereochemistry Aryl Metals and Alloys Enantioselective synthesis Alcohol General Chemistry Alkylation 010402 general chemistry 01 natural sciences Catalysis 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials chemistry.chemical_compound Tsuji–Trost reaction chemistry Materials Chemistry Ceramics and Composites [CHIM]Chemical Sciences Lewis acids and bases Enantiomer |
| Zdroj: | Chemical Communications Chemical Communications, Royal Society of Chemistry, 2020, 56 (49), pp.6640-6643. ⟨10.1039/D0CC02058C⟩ |
| ISSN: | 1359-7345 1364-548X |
| DOI: | 10.1039/D0CC02058C⟩ |
| Popis: | International audience; The asymmetric allylic alkylation (AAA) of α-aryl γ-lactones involving the activation of Morita–Baylis–Hillman (MBH) carbonates by an original chiral Lewis base is reported. A wide range of γ-lactones bearing a quaternary stereocentre was thus obtained in both high yields and high enantiomeric ratios. The direct alkylation by MBH alcohol using in situ activation has been also established. Additionally synthetically useful functional transformations of groups surrounding the quaternary stereocentre have been performed. |
| Databáze: | OpenAIRE |
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