The asymmetric construction of perhydropyrrolo[3,4-b]pyridine derivatives was performed by chemo- and regioselective formation of enantiopure alkylidenecyclopropane nitrones, followed by diastereoselective intramolecular 1,3-dipolar cycloaddition. The resulting spirocyclopropane isoxazolidines then underwent thermally induced regioselective ring expansion into optically active diazaheterocycles.
Diastereoselective Cycloaddition of Alkylidenecyclopropane Nitrones from Palladium(0)-Catalyzed Nucleophilic Substitution of Asymmetric 1-Alkenylcyclopropyl Esters by Amino Acids / F. Pisaneschi; F. M. Cordero; A. Goti; R. Paugam; J. Ollivier; A. Brandi; J. Salaün. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - STAMPA. - 11:(2000), pp. 897-909.
Diastereoselective Cycloaddition of Alkylidenecyclopropane Nitrones from Palladium(0)-Catalyzed Nucleophilic Substitution of Asymmetric 1-Alkenylcyclopropyl Esters by Amino Acids
PISANESCHI, FEDERICA;CORDERO, FRANCA MARIA;GOTI, ANDREA;BRANDI, ALBERTO;
2000
Abstract
The asymmetric construction of perhydropyrrolo[3,4-b]pyridine derivatives was performed by chemo- and regioselective formation of enantiopure alkylidenecyclopropane nitrones, followed by diastereoselective intramolecular 1,3-dipolar cycloaddition. The resulting spirocyclopropane isoxazolidines then underwent thermally induced regioselective ring expansion into optically active diazaheterocycles.I documenti in FLORE sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.