Issue 13, 2010
From the journal:

Organic & Biomolecular Chemistry

Structure and reactivity of bicyclic methylene aziridines prepared by intramolecular aziridination of allenes†

Jeremy Robertson,*a   George C. Feast,a   Louise V. White,a   Victoria A. Steadman (née Doughty)‡b  and  Timothy D. W. Claridgea  

* Corresponding authors

a Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford, UK
E-mail: jeremy.robertson@chem.ox.ac.uk
Fax: 44 1865 285002
Tel: 44 1865 275660

b GlaxoSmithKline, New Frontiers Science Park, Third Avenue, Harlow, Essex, UK

Abstract

Unprecedented bicyclic methylene aziridines are prepared by rhodium(II)-catalyzed allene aziridination of buta-2,3-dienyl carbamates. Aspects of their NMR and X-ray data are described and a preliminary reactivity profile is given, including overall SNV-mode ring-opening with organometallic reagents.

Graphical abstract: Structure and reactivity of bicyclic methylene aziridines prepared by intramolecular aziridination of allenes

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Article information

DOI
https://doi.org/10.1039/C003693E
Article type
Paper
Submitted
04 Mar 2010
Accepted
20 Apr 2010
First published
18 May 2010

Org. Biomol. Chem., 2010,8, 3060-3063

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Structure and reactivity of bicyclic methylene aziridines prepared by intramolecular aziridination of allenes

J. Robertson, G. C. Feast, L. V. White, V. A. Steadman (née Doughty) and T. D. W. Claridge, Org. Biomol. Chem., 2010, 8, 3060 DOI: 10.1039/C003693E

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