A STEREOSELECTIVE SYNTHESIS OF (R)-(-)-ROLIPRAM FROM L-GLUTAMIC ACID

Authors
DIAZ A SIRO JG GARCIANAVIO JL VAQUERO JJ ALVAREZBUILLA J
Citation
A. Diaz et al., A STEREOSELECTIVE SYNTHESIS OF (R)-(-)-ROLIPRAM FROM L-GLUTAMIC ACID, Synthesis, (5), 1997, pp. 559
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
5
Year of publication
1997
Database
ISI
SICI code
0039-7881(1997):5<559:ASSO(F>2.0.ZU;2-L
Abstract
A stereoselective synthesis of (R)-(-)-rolipram from L-glutamic acid i s described. The key step is a stereoselective Michael addition of an arylcuprate to a modified pyroglutamic derivative which acts as the te mplate to induce the stereoselectivity. Facile manipulation of the ena ntiomerically pure Michael product afforded the expected therapeutic a gent.