RT info:eu-repo/semantics/article T1 A stereoselective synthesis of (R)-(-)-rolipram from L-glutamic acid A1 Díaz Martínez, Adolfo A1 Siro Herrero, Jorge G. A1 García Navío, José Luis A1 Vaquero López, Juan J. A1 Álvarez-Builla Gómez, Julio K1 Glutamic acid K1 Rolipram K1 Article K1 Central nervous system disease K1 Chemical modification K1 Chirality K1 Drug synthesis K1 Enantiomer K1 Reaction analysis K1 Stereochemistry K1 Ciencia K1 Química orgánica K1 Science K1 Chemistry, organic AB 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. PB Verlag SN 0039-7881 YR 1997 FD 1997 LK http://hdl.handle.net/10017/3591 UL http://hdl.handle.net/10017/3591 LA eng NO We gratefully acknowledge ZAMBON GROUP for studentships (to A. D. and J. S.) and financial support. DS MINDS@UW RD 18-abr-2024