Issue 14, 2005
From the journal:

Chemical Communications

Controlling diastereoselectivity in the reactions of enantiomerically pure α-bromoacyl-imidazolidinones with nitrogen nucleophiles: substitution reactions with retention or inversion of configuration†‡

N. R. Treweeke,a   P. B. Hitchcock,a   D. A. Pardoeb  and  S. Caddick*c  

* Corresponding authors

a Department of Chemistry, University of Sussex, Brighton, UK

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

c Department of Chemistry, University College London, 20 Gordon Street, London, UK
E-mail: s.caddick@ucl.ac.uk

Abstract

Diastereoselective substitution reactions of α-bromoacyl-imidazolidinones with nitrogen nucleophiles can be promoted with either retention or inversion of configuration by carrying out reactions under epimerising or non-epimerising conditions.

Graphical abstract: Controlling diastereoselectivity in the reactions of enantiomerically pure α-bromoacyl-imidazolidinones with nitrogen nucleophiles: substitution reactions with retention or inversion of configuration

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Article information

DOI
https://doi.org/10.1039/B417954D
Article type
Communication
Submitted
30 Nov 2004
Accepted
26 Jan 2005
First published
08 Feb 2005

Chem. Commun., 2005, 1868-1870

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Controlling diastereoselectivity in the reactions of enantiomerically pure α-bromoacyl-imidazolidinones with nitrogen nucleophiles: substitution reactions with retention or inversion of configuration

N. R. Treweeke, P. B. Hitchcock, D. A. Pardoe and S. Caddick, Chem. Commun., 2005, 1868 DOI: 10.1039/B417954D

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