Issue 11, 2003
From the journal:

Organic & Biomolecular Chemistry

Optically pure β-substituted β-hydroxy aspartates as glutamate transporter blockers

Johny Wehbe,a   Tarek Kassem,a   Valérie Rolland,*a   Marc Rolland,a   Mohamad Tabcheh,a   Marie-Louise Roumestanta  and  Jean Martineza  

* Corresponding authors

a UMR 5810-CNRS-LAPP Universités Montpellier I et II, Place E. Bataillon, 34095 MontpellierCédex, France

Abstract

A short asymmetric synthesis of optically pure β-substituted β-hydroxy aspartates is described. The key step is an aldol reaction between a glycine enolate derived from an oxazinone intermediate used as chiral auxiliary and various α-keto esters. Excellent diastereomeric excesses are obtained.

Graphical abstract: Optically pure β-substituted β-hydroxy aspartates as glutamate transporter blockers

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Article information

DOI
https://doi.org/10.1039/B212538B
Article type
Paper
Submitted
20 Dec 2002
Accepted
26 Mar 2003
First published
07 May 2003

Org. Biomol. Chem., 2003,1, 1938-1942

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Optically pure β-substituted β-hydroxy aspartates as glutamate transporter blockers

J. Wehbe, T. Kassem, V. Rolland, M. Rolland, M. Tabcheh, M. Roumestant and J. Martinez, Org. Biomol. Chem., 2003, 1, 1938 DOI: 10.1039/B212538B

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