Concellón José M, Riego Estela, Suárez José Ramón, García-Granda Santiago, Díaz M Rosario
Departamento de Química Orgánica e Inorgánica y Departamento de Química Física y Analítica, Facultad de Química Universidad de Oviedo, Julián Clavería 8, 33071 Oviedo, Spain.
Org Lett. 2004 Nov 25;6(24):4499-501. doi: 10.1021/ol048176j.
The Ritter reaction of enantiopure 2-(1-aminoalkyl)aziridines 1 with different nitriles afford enantiopure tetrasubstituted imidazolines 2. The opening of the aziridine ring takes place with total regio- and stereoselectivity. A mechanism to explain the described addition reaction is proposed. [reaction: see text]
对映体纯的2-(1-氨基烷基)氮杂环丙烷1与不同腈类的 Ritter 反应可得到对映体纯的四取代咪唑啉2。氮杂环丙烷环的开环反应具有完全的区域选择性和立体选择性。提出了一种解释所述加成反应的机理。[反应:见正文]