Highly diastereoselective Staudinger reaction on 5,6-dihydropyrazin-2-(1H)-ones. Synthesis of enantiopure fused oxopiperazino-β-lactams

The highly diastereoselective synthesis of fused oxopiperazino-β-lactams 2 by Staudinger reaction between functionalized ketenes and 5,6-dihydropyrazin-2(1H)-ones 1 has been carried out. Further cleavage of the β-lactam ring produced 2-oxopiperazine-3-acetic acid derivatives 7 with no epimerization...

Descripción completa

Detalles Bibliográficos
Autores: Viso, Alma, de la Pradilla, R.F., Flores, A.
Tipo de recurso: artículo
Fecha de publicación:2006
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/343616
Acceso en línea:http://hdl.handle.net/10261/343616
http://www.scopus.com/inward/record.url?eid=2-s2.0-33750607003&partnerID=MN8TOARS
Access Level:acceso abierto
Palabra clave:β-Lactams | Asymmetric synthesis | Piperazines
Descripción
Sumario:The highly diastereoselective synthesis of fused oxopiperazino-β-lactams 2 by Staudinger reaction between functionalized ketenes and 5,6-dihydropyrazin-2(1H)-ones 1 has been carried out. Further cleavage of the β-lactam ring produced 2-oxopiperazine-3-acetic acid derivatives 7 with no epimerization and in good yields. © 2006 Elsevier Ltd. All rights reserved.