Asymmetric Malonic and Acetoacetic Acid Syntheses - A Century of Enantioselective Decarboxylative Protonations
| Autor: | Jérôme Blanchet, Marie‐Claire Lasne, Jérôme Baudoux, Mukkanti Amere, Jacques Rouden |
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| Přispěvatelé: | Laboratoire de chimie moléculaire et thioorganique (LCMT), Centre National de la Recherche Scientifique (CNRS)-Institut Normand de Chimie Moléculaire Médicinale et Macromoléculaire (INC3M), Institut de Chimie du CNRS (INC)-École Nationale Supérieure d'Ingénieurs de Caen (ENSICAEN), Normandie Université (NU)-Normandie Université (NU)-Institut national des sciences appliquées Rouen Normandie (INSA Rouen Normandie), Institut National des Sciences Appliquées (INSA)-Normandie Université (NU)-Institut National des Sciences Appliquées (INSA)-Université Le Havre Normandie (ULH), Normandie Université (NU)-Université de Rouen Normandie (UNIROUEN), Normandie Université (NU)-Centre National de la Recherche Scientifique (CNRS)-Université de Caen Normandie (UNICAEN), Normandie Université (NU)-Institut de Chimie du CNRS (INC)-École Nationale Supérieure d'Ingénieurs de Caen (ENSICAEN), Normandie Université (NU) |
| Jazyk: | angličtina |
| Rok vydání: | 2008 |
| Předmět: |
010405 organic chemistry
Decarboxylation Chemistry [CHIM.ORGA]Chemical Sciences/Organic chemistry Organic Chemistry Enantioselective synthesis Protonation 010402 general chemistry 01 natural sciences Enol 0104 chemical sciences chemistry.chemical_compound Deprotonation Acetoacetic acid Organocatalysis Organic chemistry Physical and Theoretical Chemistry Chirality (chemistry) ComputingMilieux_MISCELLANEOUS |
| Zdroj: | European Journal of Organic Chemistry European Journal of Organic Chemistry, Wiley-VCH Verlag, 2008, 2008 (33), pp.5493-5506. ⟨10.1002/ejoc.200800759⟩ |
| ISSN: | 1434-193X 1099-0690 |
| DOI: | 10.1002/ejoc.200800759⟩ |
| Popis: | The enantioselective decarboxylative protonation (EDP) of malonic or acetoacetic acid derivatives is a synthetic methodology by which the chirality of the product is generated during the enol/enolate protonation step. Although EDP is a century-old reaction, it has not received much attention until recently. This review focuses on the EDP as an alternative to the strong-base-mediated deprotonation/asymmetric reprotonation for the stereocontrol of C–H bond formation. The diverse synthetic approaches are classified according to the type of catalysis used, which are organic, metallic or enzymatic.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) |
| Databáze: | OpenAIRE |
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