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Thio Diels-Alder reactions of α,β-unsaturated 1,3-oxathiolanes with aliphatic olefins and 1,3-dienes |
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| Authors: | Sé bastien KerverdoLouisette Lizzani-Cuvelier,Elisabet Duñ ach |
| Affiliation: | a Laboratoire Arômes, Synthèses et Interactions, Université de Nice-Sophia Antipolis, 06108 Nice Cedex 2, France b Laboratoire de Chimie Bio-Organique, UMR CNRS 6001, Université de Nice-Sophia Antipolis, 06108 Nice Cedex 2, France |
| Abstract: | A series of α,β-unsaturated 1,3-oxathiolanes reacted with aliphatic olefins such as norbornene and with various 1,3-dienes in the presence of TiCl4 leading to dihydrothiapyrans, via a cycloaddition-type reaction. The unsaturated oxathiolanes acted as masked heterodienes in this thio Diels-Alder reaction. |
| Keywords: | thio Diels-Alder cycloaddition heterodienes dihydrothiapyrans titanium tetrachloride |
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