Ammonium Salt-Catalyzed Ring-Opening of Aryl-Aziridines with β-Keto Esters
| Autor: | Mario Waser, Viktoria Kreuzer, Maximilian Tiffner, Bernhard Spingler, Victoria Haider |
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| Rok vydání: | 2020 |
| Předmět: |
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Alkylation 010405 organic chemistry Organocatalysis Aryl Organic Chemistry Enantioselective synthesis food and beverages Regioselectivity Full Papers 010402 general chemistry Ring (chemistry) 01 natural sciences Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Bifunctional ammonium salt Ammonium Aziridine Opening Physical and Theoretical Chemistry Bifunctional |
| Zdroj: | European Journal of Organic Chemistry |
| ISSN: | 1434-193X |
| Popis: | We herein report an ammonium salt‐catalyzed protocol for the regioselective ring opening of aryl‐aziridines with β‐keto esters. The reaction gives access to a variety of highly functionalized target molecules with two consecutive stereogenic centers and can be rendered enantioselective (up to e.r. = 91:9) by using bifunctional chiral ammonium salt catalysts. The quaternary ammonium salt‐catalyzed addition of β‐keto esters to aryl‐aziridines gives access to structurally diverse target molecules with two consecutive stereocenters.John Wiley & Sons, Ltd. |
| Databáze: | OpenAIRE |
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