Issue 21, 2006
From the journal:

Organic & Biomolecular Chemistry

Stereocontrol of palladium(ii)-catalysed aza-Claisen rearrangements using a combination of 1,3-allylic strain and a solvent mediated directing effect†

Michael D. Swifta  and  Andrew Sutherland*a  

* Corresponding authors

a WestCHEM, Department of Chemistry, The Joseph Black Building, University of Glasgow, Glasgow, UK
E-mail: andrews@chem.gla.ac.uk
Fax: +44 (0)141 330 4888
Tel: +44 (0)141 330 5936

Abstract

The use of a non-coordinating solvent for the aza-Claisen rearrangement of δ,ε-disubstituted acetimidates switches on a substrate directing effect that gives excellent stereoselectivity.

Graphical abstract: Stereocontrol of palladium(ii)-catalysed aza-Claisen rearrangements using a combination of 1,3-allylic strain and a solvent mediated directing effect

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Article information

DOI
https://doi.org/10.1039/B613271E
Article type
Communication
Submitted
13 Sep 2006
Accepted
14 Sep 2006
First published
28 Sep 2006

Org. Biomol. Chem., 2006,4, 3889-3891

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Stereocontrol of palladium(II)-catalysed aza-Claisen rearrangements using a combination of 1,3-allylic strain and a solvent mediated directing effect

M. D. Swift and A. Sutherland, Org. Biomol. Chem., 2006, 4, 3889 DOI: 10.1039/B613271E

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