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TDAE Strategy for the Synthesis of 2,3-Diaryl N-Tosylaziridines
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; in revised form: 14 June 2013 / Accepted: 18 June 2013 / Published: 24 June 2013
Abstract: 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
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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.
Khoumeri O, Spitz C, Terme T, Vanelle P. TDAE Strategy for the Synthesis of 2,3-Diaryl N-Tosylaziridines. Molecules. 2013; 18(7):7364-7375.
Khoumeri, Omar; Spitz, Cédric; Terme, Thierry; Vanelle, Patrice. 2013. "TDAE Strategy for the Synthesis of 2,3-Diaryl N-Tosylaziridines." Molecules 18, no. 7: 7364-7375.