Issue 36, 2008
From the journal:

Chemical Communications

The preparation of stable aziridinium ions and their ring-openings†

Yongeun Kim,a   Hyun-Joon Ha,*a   Sae Young Yunb  and  Won Koo Lee*b  

* Corresponding authors

a Department of Chemistry and Protein Centre for Bio-Industry, Hankuk University of Foreign Studies, Korea
E-mail: hjha@hufs.ac.kr
Fax: +82 31-3304566
Tel: +82 31-3304369

b Department of Chemistry and Interdisciplinary Program of Integrated Biotechnology, Sogang University, Korea
E-mail: wonkoo@sogang.ac.kr
Fax: +82 2-7010967
Tel: +82 2-7058449

Abstract

The reaction of enantiomerically pure 2-substituted 1-phenylethyl-aziridine with methyl trifluoromethanesulfonate generated a stable methylaziridinium ion, which was reacted with various external nucleophiles, including nitrile, to yield synthetically valuable and optically pure acyclic amine derivatives in a completely regio- and stereoselective manner.

Graphical abstract: The preparation of stable aziridinium ions and their ring-openings

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Article information

DOI
https://doi.org/10.1039/B809124B
Article type
Communication
Submitted
29 May 2008
Accepted
26 Jun 2008
First published
24 Jul 2008

Chem. Commun., 2008, 4363-4365

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The preparation of stable aziridinium ions and their ring-openings

Y. Kim, H. Ha, S. Y. Yun and W. K. Lee, Chem. Commun., 2008, 4363 DOI: 10.1039/B809124B

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