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Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Synthesis and characterization of (±)-13-hydroxy-3,11-diaza steroids
Malika Ibrahim-Ouali1, Eugénie Romero
1Institut des Sciences Moléculaires de Marseille, UMR 6263 CNRS, Université d'Aix Marseille III, Faculté des Sciences et Techniques de Saint Jérôme, Marseille, France. malika.ibrahim@univ-cezanne.fr
Abstract:
An efficient strategy for introducing a nitrogen atom in positions 3 and 11 of the steroidal skeleton, which are key positions for biological purposes, is described. This procedure involves an intramolecular Diels-Alder cycloaddition of o-quinodimethanes which are generated from a 3-azabicyclo[4.2.0]octa-1,3,5-trien-7-one. The characteristic (1)H and (13)C NMR spectroscopic features of the synthesized compounds are reported.
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