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Molecules 2013, 18(7), 7364-7375; doi:10.3390/molecules18077364

TDAE Strategy for the Synthesis of 2,3-Diaryl N-Tosylaziridines

, ,  and *
Laboratoire de Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, Institut de Chimie Radicalaire ICR, Aix-Marseille Université, UMR CNRS 7273, 27 Boulevard Jean Moulin – CS 30064 – 13385 Marseille Cedex 05, France
* Author to whom correspondence should be addressed.
Received: 27 May 2013 / Revised: 14 June 2013 / Accepted: 18 June 2013 / Published: 24 June 2013
(This article belongs to the Section Organic Synthesis)
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We report herein an original and rapid synthesis of 2,3-diaryl N-tosylaziridines by TDAE strategy starting from ortho- or para-nitro(dichloromethyl)benzene derivatives and N-tosylimines. A mixture of cis/trans isomers was isolated from 1-(dichloromethyl)-4-nitrobenzene, whereas only trans-aziridines were obtained from ortho-nitro derivatives.
Keywords: TDAE; N-tosylimines; aziridines; diastereoselectivity TDAE; N-tosylimines; aziridines; diastereoselectivity
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Khoumeri, O.; Spitz, C.; Terme, T.; Vanelle, P. TDAE Strategy for the Synthesis of 2,3-Diaryl N-Tosylaziridines. Molecules 2013, 18, 7364-7375.

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