Synthesis of Enantiopure Imidazolines through a Ritter Reaction of 2-(1-Aminoalkyl)aziridines with Nitriles

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.

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Veröffentlicht in:Organic letters 2004-11, Vol.6 (24), p.4499-4501
Hauptverfasser: Concellón, José M, Riego, Estela, Suárez, José Ramón, García-Granda, Santiago, Díaz, M. Rosario
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol048176j