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Méthodologie de N-vinylation de spiro-1,3-oxazolidine-2-thiones sur charpentes saccharidiques et évaluation en hétérocycloaddition de Diels-Alder [4+2] à demande inverse

Abstract : 1,3-oxazolidinethione-2-thiones (OZT), cyclic thionocarbamates functions, anchored on saccharidic templates are the chemical tool of our studies. the aim of this research was dedicated to the development of chiral 1,3-oxazolidine-2-thiones in asymmetric synthesis. In this prospect, we have improved different methodologies toward the synthesis of spiro-OZT on carbohydrate templates as well as a specific vinylation on the nitrogen of OZT, using the knowledge acquired in the group. The chirality of carbohydrate templates associated with the reactivity of OZT, allowed us to explore the chemistry of highly reactive and original chiral auxiliairies : the N-vinyl-1,3-oxazolidine-2-thiones. From simple chiral molecules to carbohydrate based structures, these N-vinyl OZT were tested for their induction abilities through hetero Diels-Alder reactions
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https://tel.archives-ouvertes.fr/tel-00152838
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Submitted on : Thursday, June 7, 2007 - 4:42:49 PM
Last modification on : Thursday, March 5, 2020 - 6:48:48 PM
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  • HAL Id : tel-00152838, version 1

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Sébastien Tardy. Méthodologie de N-vinylation de spiro-1,3-oxazolidine-2-thiones sur charpentes saccharidiques et évaluation en hétérocycloaddition de Diels-Alder [4+2] à demande inverse. Autre. Université d'Orléans, 2007. Français. ⟨tel-00152838⟩

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