Synthesis of enantiopure imidazolines through a Ritter reaction of 2-(1-aminoalkyl)aziridines with nitriles.
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]
Concellón
José M
JM
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. jmcg@fq.uniovi.es
Riego
Estela
E
Suárez
José Ramón
JR
García-Granda
Santiago
S
Díaz
M Rosario
MR