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Synthesis of a [5.3] furanoisoxazolophane and its transformation into 16-membered macrolides
Affiliation:1. Institute of Psychiatry and Neurosciences de Paris, INSERM UMR 1266, Pathophysiology of Psychiatric Diseases, University of Paris, 75014 Paris, France;2. Institute of Psychiatry GDR 3557 of Psychiatry, 75014 Paris, France;3. MOODS Team, INSERM U1178, CESP, Université Paris-Saclay, Faculté de Médecine Paris- Saclay, Le Kremlin Bicêtre, F-94275, France;4. Service Hospitalo-Universitaire de Psychiatrie de Bicêtre, Mood Center Paris Saclay, Assistance Publique-Hôpitaux de Paris, Hôpitaux Universitaires Paris-Saclay, Hôpital de Bicêtre, F-94275, France;5. Center for Research and Epidemiology and Statistics, Université de Paris, Inserm UMR 1153 Hôtel Dieu, Paris;6. Service d’épidémiologie clinique, Hôpitaux Paris Centre, APHP, Paris;7. PEPIT, GHU Paris Psychiatrie et Neurosciences, 75014 Paris, France;8. Department of Psychiatry, McGill University, Montreal, Canada;9. Université Paris Nanterre, UFR SPSE, laboratoire CLIPSYD, UR4430;10. Inserm U1018, CESP, Equipe Psychiatrie du développement et trajectoires
Abstract:The furanoisoxazolophane 3, available by intramolecular nitrile ylide cycloaddition, is transformed into macrolide-type products (6/7) by reductive (H2/RaNi) and then oxidative (1O2) ring cleavage of the five-membered heterocycles.
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