Issue 11, 2003
From the journal:

Chemical Communications

The rate of elimination of a β-amino zinc reagent is reduced by using a better leaving group†

Richard F. W. Jackson,*a   Ian Rilatta  and  P. John Murrayb  

* Corresponding authors

a Department of Chemistry, Dainton Building, University of Sheffield, Brook Hill, Sheffield, UK
E-mail: r.f.w.jackson@shef.ac.uk

b OSI Pharmaceuticals, Watlington Road, Oxford, UK

Abstract

Replacing the N-Boc-protecting group on a β-amino organozinc reagent with a trifluoroacetyl group, which would be expected to make the nitrogen a better leaving group, results in a reagent that is more stable towards elimination.

Graphical abstract: The rate of elimination of a β-amino zinc reagent is reduced by using a better leaving group

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Article information

DOI
https://doi.org/10.1039/B302564K
Article type
Communication
Submitted
06 Mar 2003
Accepted
24 Mar 2003
First published
23 Apr 2003

Chem. Commun., 2003, 1242-1243

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The rate of elimination of a β-amino zinc reagent is reduced by using a better leaving group

R. F. W. Jackson, I. Rilatt and P. J. Murray, Chem. Commun., 2003, 1242 DOI: 10.1039/B302564K

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