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

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

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...

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Bibliographic Details
Main Authors: Thierry Terme, Cédric Spitz, Omar Khoumeri, Patrice Vanelle
Format: Article
Language:English
Published: MDPI AG 2013-06-01
Series:Molecules
Subjects:
TDAE
N-tosylimines
aziridines
diastereoselectivity
Online Access:http://www.mdpi.com/1420-3049/18/7/7364
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spelling doaj-ed2e15345d424bd79abe8c5e0a0832ce2020-11-24T21:56:06ZengMDPI AGMolecules1420-30492013-06-011877364737510.3390/molecules18077364TDAE Strategy for the Synthesis of 2,3-Diaryl N-TosylaziridinesThierry TermeCédric SpitzOmar KhoumeriPatrice VanelleWe 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.http://www.mdpi.com/1420-3049/18/7/7364TDAEN-tosyliminesaziridinesdiastereoselectivity
collection DOAJ
language English
format Article
sources DOAJ
author Thierry Terme
Cédric Spitz
Omar Khoumeri
Patrice Vanelle
spellingShingle Thierry Terme
Cédric Spitz
Omar Khoumeri
Patrice Vanelle
TDAE Strategy for the Synthesis of 2,3-Diaryl N-Tosylaziridines
Molecules
TDAE
N-tosylimines
aziridines
diastereoselectivity
author_facet Thierry Terme
Cédric Spitz
Omar Khoumeri
Patrice Vanelle
author_sort Thierry Terme
title TDAE Strategy for the Synthesis of 2,3-Diaryl N-Tosylaziridines
title_short TDAE Strategy for the Synthesis of 2,3-Diaryl N-Tosylaziridines
title_full TDAE Strategy for the Synthesis of 2,3-Diaryl N-Tosylaziridines
title_fullStr TDAE Strategy for the Synthesis of 2,3-Diaryl N-Tosylaziridines
title_full_unstemmed TDAE Strategy for the Synthesis of 2,3-Diaryl N-Tosylaziridines
title_sort tdae strategy for the synthesis of 2,3-diaryl n-tosylaziridines
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2013-06-01
description 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.
topic TDAE
N-tosylimines
aziridines
diastereoselectivity
url http://www.mdpi.com/1420-3049/18/7/7364
work_keys_str_mv AT thierryterme tdaestrategyforthesynthesisof23diarylntosylaziridines
AT cedricspitz tdaestrategyforthesynthesisof23diarylntosylaziridines
AT omarkhoumeri tdaestrategyforthesynthesisof23diarylntosylaziridines
AT patricevanelle tdaestrategyforthesynthesisof23diarylntosylaziridines
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