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Copper(II) triflate promoted cycloaddition of α-alkyl or aryl substituted N-tosylaziridines with nitriles: a highly efficient synthesis of substituted imidazolines
Authors:Manas K Ghorai  Koena Ghosh  Kalpataru Das
Institution:Department of Chemistry, Indian Institute of Technology, Kanpur 208 016, India
Abstract:Cu(OTf)2 or Zn(OTf)2 mediated 3+2] cycloaddition reactions of various α-alkyl or aryl substituted N-tosylaziridines with nitriles is described for the syntheses of substituted imidazolines. A mechanism for the cycloaddition is proposed to rationalize the formation of a nonracemic imidazoline from optically pure aziridine.
Keywords:Aziridines  [3+2] Cycloaddition  Cu(OTf)2  Zn(OTf)2  Imidazoline  Pyrrolidine
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