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.
2000
11
897
909
F. Pisaneschi; F. M. Cordero; A. Goti; R. Paugam; J. Ollivier; A. Brandi; J. Salaün
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Utilizza questo identificatore per citare o creare un link a questa risorsa: https://hdl.handle.net/2158/310420
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