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Novel goniofufurone and 7-epi-goniofufurone mimics from an unexpected titanium-mediated displacement process
Authors:Jovana Francuz  Bojana Sre?o  Mirjana Popsavin  Goran Benedekovi?  Vladimir Divjakovi?  Vesna Koji?  Gordana Bogdanovi?  Agne? Kapor  Velimir Popsavin
Institution:1. Department of Chemistry, Faculty of Sciences, University of Novi Sad, Trg Dositeja Obradovi?a 3, 21000 Novi Sad, Serbia;2. Department of Physics, Faculty of Sciences, University of Novi Sad, Trg Dositeja Obradovi?a 4, 21000 Novi Sad, Serbia;3. Oncology Institute of Vojvodina, Institutski put 4, 21204 Sremska Kamenica, Serbia
Abstract:Treatment of 7-O-benzoyl-5-O-benzyl derivatives of (+)-goniofufurone or 7-epi-(+)-goniofufurone with titanium(IV) chloride or titanium(IV) bromide gave 7-chloro and 7-bromo-7-deoxy-goniofufurone mimics as the main reaction products along with minor amounts of the corresponding C-7 epimers. An unexpected cyclized product, benzoxepane 8 was isolated in some cases.
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