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Martínez-Pardo, Pablo; Blay Llinares, Gonzalo; Escrivá-Palomo, Alba; Sanz Marco, Amparo; Vila Descals, Carlos; Pedro, José Ramón | |||
Aquest document és un/a article, creat/da en: 2019 | |||
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Chiral cyclic ureas (2-imidazolinones) were prepared by the reaction of nitrones and isocyanoacetate esters using a multicatalytic system that combines a bifunctional Brønsted base-squaramide organocatalyst and Ag+ as a Lewis acid. The reaction could be achieved with a range of nitrones derived from aryl- and cycloalkylaldehydes with moderate diastereo- and good enantioselectivity. A plausible mechanism involving an initial formal [3 + 3] cycloaddition of the nitrone and isocyanoacetate ester, followed by rearrangement to an aminoisocyanate and cyclization to the imidazolinone, is proposed. | |||
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