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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

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
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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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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 TDAE; N-tosylimines; aziridines; diastereoselectivity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

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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