Issue 21, 2005
From the journal:

Chemical Communications

Mechanistic studies on the asymmetric alkylation of amino ester enolates using a copper(ii)salen catalyst

Donatella Banti,a   Yuri N. Belokon',b   Wen-Lan (Steffy) Fu,a   Elisabetta Groaza  and  Michael North*ac  

* Corresponding authors

a Department of Chemistry, King's College London, Strand, London, UK

b A.N. Nesmeyanov Institute of Organo-Element Compounds, Russian Academy of Sciences, Moscow, Vavilov 28, Russian Federation

c School of Natural Sciences, Bedson Building, University of Newcastle upon Tyne, Newcastle upon Tyne, UK
E-mail: Michael.north@ncl.ac.uk
Tel: + 44 (0)191 2227128

Abstract

Hammett data indicate that the asymmetric alkylation of enolates catalysed by copper(II)salen complex 1, proceeds by an asynchronous SN2 reaction and that the role of the catalyst is to enhance the nucleophilicity of the enolate.

Graphical abstract: Mechanistic studies on the asymmetric alkylation of amino ester enolates using a copper(ii)salen catalyst

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Article information

DOI
https://doi.org/10.1039/B500813A
Article type
Communication
Submitted
19 Jan 2005
Accepted
30 Mar 2005
First published
13 Apr 2005

Chem. Commun., 2005, 2707-2709

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Mechanistic studies on the asymmetric alkylation of amino ester enolates using a copper(II)salen catalyst

D. Banti, Y. N. Belokon', W. (. Fu, E. Groaz and M. North, Chem. Commun., 2005, 2707 DOI: 10.1039/B500813A

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