Issue 33, 2006
From the journal:

Chemical Communications

Expedient synthesis of substituted (S)-N-(α-methylbenzyl)aziridines†

Sean P. Bew,*a   David L. Hughes,a   Vladimir Savic,b   Katy M. Soapia  and  Martin A. Wilsona  

* Corresponding authors

a School of Chemical Sciences & Pharmacy, University of East Anglia, Norwich, Norfolk, UK
E-mail: s.bew@uea.ac.uk

b Department of Organic Chemistry, Faculty of Pharmacy, Vojvode Stepe 450, 11000 Belgrade, Serbia & Montenegro
E-mail: Vladimir.savic@pharmacy.bg.ac.yu

Abstract

We report for the first time that after O-acylation the conjugate addition products of (S)-N-(α-methylbenzyl)hydroxylamine undergo an efficient diastereoselective 3-exo-tet ring-closure reaction affording 2- and 2,3-disubstituted-N-alkylaziridines in good to excellent yields.

Graphical abstract: Expedient synthesis of substituted (S)-N-(α-methylbenzyl)aziridines

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Article information

DOI
https://doi.org/10.1039/B606033A
Article type
Communication
Submitted
02 May 2006
Accepted
22 Jun 2006
First published
11 Jul 2006

Chem. Commun., 2006, 3513-3515

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Expedient synthesis of substituted (S)-N-(α-methylbenzyl)aziridines

S. P. Bew, D. L. Hughes, V. Savic, K. M. Soapi and M. A. Wilson, Chem. Commun., 2006, 3513 DOI: 10.1039/B606033A

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