Issue 77, 2014
From the journal:

Chemical Communications

Rhodium(ii)-catalysed tandem aziridination and ring-opening: stereoselective synthesis of functionalised tetrahydrofurans†

William P. Unsworth,‡a   Nicola Clark,a   Thomas O. Ronson,‡a   Kiri Stevens,a   Amber L. Thompson,a   Scott G. Lamontb  and  Jeremy Robertson*a  

* Corresponding authors

a Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK
E-mail: jeremy.robertson@chem.ox.ac.uk

b AstraZeneca Global R&D, Alderley Park, Macclesfield, Cheshire, SK10 4TG, UK

Abstract

Aziridines formed upon treatment of allylic carbamates and homoallylic sulfamates with Rh(II) carboxylate catalysts under oxidative conditions are trapped by suitably-disposed hydroxyl groups to give functionalised tetrahydrofurans.

Graphical abstract: Rhodium(ii)-catalysed tandem aziridination and ring-opening: stereoselective synthesis of functionalised tetrahydrofurans

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Article information

DOI
https://doi.org/10.1039/C4CC05159A
Article type
Communication
Submitted
04 Jul 2014
Accepted
05 Aug 2014
First published
06 Aug 2014

Chem. Commun., 2014,50, 11393-11396

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Rhodium(II)-catalysed tandem aziridination and ring-opening: stereoselective synthesis of functionalised tetrahydrofurans

W. P. Unsworth, N. Clark, T. O. Ronson, K. Stevens, A. L. Thompson, S. G. Lamont and J. Robertson, Chem. Commun., 2014, 50, 11393 DOI: 10.1039/C4CC05159A

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