Influence du silicium et du germanium sur l'ene-reaction-comportement inattendu des allenylsilanes |
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Authors: | A. Laporterie J. Dubac G. Manuel G. Deleris J. Kowalski J. Dunogues R. Calas |
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Affiliation: | Laboratoire des Organométalliques, Université Paul Sabatier, 118, route de Narbonne, 31077 Toulouse Cedex, France;Laboratoire de Chimie Organique et Laboratoire de Chimie des Composés Organiques du Silicium et de l''Etain associé au CNRS (No. 35) Université de Bordeaux I-351, Cours de la Libération, 33405 Talence Cedex France |
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Abstract: | The determining role of silicon and germanium for ene syntheses was confirmed in the reactions between 1-sila and 1-germacyclopent-3 enes or allenylsilanes and PhSO2NSO, a highly reactive new enophile. In the case of the cyclic enes the reaction led to new α,β-unsaturated β-functional cyclic derivatives which can be easily reduced into the corresponding thiols. With allenylsilanes, the adducts resulting from the ene-reaction with PhSO2NSO or 4-phenyl 1,2,4-triazoline 3,5-dione have an acetylene structure whereas the substituted allenes usually give conjugated diene derivatives. |
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