Copper(II) triflate promoted cycloaddition of α-alkyl or aryl substituted N-tosylaziridines with nitriles: a highly efficient synthesis of substituted imidazolines

Ghorai, Manas K. ; Ghosh, Koena ; Das, Kalpataru (2006) Copper(II) triflate promoted cycloaddition of α-alkyl or aryl substituted N-tosylaziridines with nitriles: a highly efficient synthesis of substituted imidazolines Tetrahedron Letters, 47 (30). pp. 5399-5403. ISSN 0040-4039

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Official URL: http://doi.org/10.1016/j.tetlet.2006.05.059

Related URL: http://dx.doi.org/10.1016/j.tetlet.2006.05.059

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.

Item Type:Article
Source:Copyright of this article belongs to Elsevier B.V.
Keywords:Aziridines; [3+2] Cycloaddition; Cu(OTf)2; Zn(OTf)2; Imidazoline; Pyrrolidine.
ID Code:117133
Deposited On:15 Apr 2021 08:10
Last Modified:15 Apr 2021 08:10

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