PDF herunterladen
Synthesis 1997; 1997(5): 559-562
DOI: 10.1055/s-1997-3182
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A Stereoselective Synthesis of (R)-(-)-rolipram from L-Glutamic Acid

Adolfo Diaz, Jorge G. Siro, José L. García-Navío, Juan J. Vaquero, Julio Alvarez-Builla*
  • *Departamento de Química Orgánica, Universidad de Alcalá, E-28871 Alcalá de Henares, Madrid, Spain, Fax +34(1)8854686; Internet: jalvarez@quimor.alcala.es
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
31. Dezember 2000 (online)

  als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

A stereoselective synthesis of (R)-(-)-rolipram from L-glutamic acid is described. The key step is a stereoselective Michael addition of an arylcuprate to a modified pyroglutamic derivative which acts as the template to induce the stereoselectivity. Facile manipulation of the enantiomerically pure Michael product afforded the expected therapeutic agent.

(R)-(-)-rolipram - L-glutamic acid - Michael addition - regiocontrol