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Nouvelles approches vers les lactones sesquiterpéniques

Abstract : The main thread throughout this thesis is to develop reaction sequences that could provide facile access to the sesquiterpene lactones, or analogs thereof, using strategies that would be compatible with divergent reaction pathways. A first project harnessed the multiple reactivity mode of a linea rsubstrate to obtain different polycyclic frameworks found in sesquiterpenes whose functionalisation led to several natural products and their analogs. New methodologies were studied to access gamma-butyrolactones, a preponderant functionality in sesquiterpene lactones, and hydroazulene core, the bicyclic framework of guaianes. Finally, a short divergent pathway was designed to access diverse analogs of deoxyelephantopin, a sesquiterpene showing anti-cancer effects, so as to modulate and study its biological activity. In parallel to this work on sesquiterpenes, a different chemistry was explored aiming at performing glycosylation of cysteines with unprotected carbohydrates.
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Christelle Serba. Nouvelles approches vers les lactones sesquiterpéniques. Autre. Université de Strasbourg, 2015. Français. ⟨NNT : 2015STRAF017⟩. ⟨tel-01674187v2⟩

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