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

A short asymmetric synthesis of optically pure beta-substituted beta-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 alpha-keto esters. Excellent diastereomeric excesses are obtai...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Organic & Biomolecular Chemistry 2003, Vol.1 (11), p.1938-1942
Hauptverfasser:	Wehbe, Johny, Kassem, Tarek, Rolland, Valérie, Rolland, Marc, Tabcheh, Mohamad, Roumestant, Marie-Louise, Martinez, Jean
Format:	Artikel
Sprache:	eng
Schlagworte:	Amino Acid Transport System X-AG - antagonists & inhibitors Aspartic Acid - analogs & derivatives Aspartic Acid - chemical synthesis Aspartic Acid - pharmacology Chemical Sciences Esters - chemistry Keto Acids - chemistry Medicinal Chemistry Organic chemistry Other Oxazines - chemistry Stereoisomerism
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Beschreibung
Zusammenfassung:	A short asymmetric synthesis of optically pure beta-substituted beta-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 alpha-keto esters. Excellent diastereomeric excesses are obtained.
ISSN:	1477-0520 1477-0539
DOI:	10.1039/b212538b