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Enantioselective Synthesis of 5‑Trifluoromethyl-2-oxazolines under Dual Silver/Organocatalysis
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Enantioselective Synthesis of 5‑Trifluoromethyl-2-oxazolines under Dual Silver/Organocatalysis
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| Martínez-Pardo, Pablo; Blay Llinares, Gonzalo; Vila Descals, Carlos; Sanz Marco, Amparo; Muñoz, M. Carmen; Pedro, José Ramón | |||
| Aquest document és un/a article, creat/da en: 2019 | |||
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| The first enantioselective formal [3 + 2] cycloaddition between α-isocyanoesters and trifluoromethylketones to give 5-trifluoromethyl-2-oxazolines bearing two contiguous stereogenic centers, one of them being a quaternary stereocenter substituted with a CF3 group, has been developed. The reaction is based upon a multicatalytic approach that combines a bifunctional Brønsted base-squaramide organocatalyst and Ag+ as Lewis acid. The reaction could be achieved with a range of aryl and heteroaryl trifluoromethyl ketones, and the resulting oxazolines were obtained with good to excellent diastereo- and enantioselectivity. | |||
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