title: Synthesis and characterization of (±)-13-hydroxy-3,11-diaza steroids.
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.
authors.affiliation: Institut 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
authors.forename: Malika
authors.initials: M
authors.lastname: Ibrahim-Ouali
authors.forename: Eugénie
authors.initials: E
authors.lastname: Romero
mesh_terms: D053961:Azabicyclo Compounds / Q000032:analysis / Q000138:chemical synthesis*; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D011725:Pyridines / Q000737:chemistry; D013237:Stereoisomerism; D013256:Steroids / Q000032:analysis / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship
chemical_list: D053961:Azabicyclo Compounds; D011725:Pyridines; D013256:Steroids; C023666:pyridine