Synthesis of new terpene derivatives via ruthenium catalysis: rearrangement of silylated enynes derived from terpenoids |
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Authors: | Jé rô me Le Nô treAna Acosta Martinez,Pierre H DixneufChristian Bruneau |
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Affiliation: | Institut de Chimie, UMR 6509, Organométalliques et Catalyse, Université de Rennes 1 Campus de Beaulieu-35042 Rennes Cedex, France |
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Abstract: | Enyne rearrangement of silylated modified terpenoids has been used as the key step for the synthesis of new terpenes and terpenoids. The catalytic system generated in situ from [RuCl2(p-cymene]2, 1,3-bis(mesityl)imidazolinium chloride and cesium carbonate is able to perform the transformation of silylated 1,7-enynes into cyclic siloxanes. Selective cleavage of the silicon-carbon and silicon-oxygen bonds by simple reactions has been performed to afford new terpenes and terpenoids by formal addition of a C5 unit. |
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Keywords: | homogeneous catalysis enyne rearrangement ruthenium catalyst terpenoids cyclic siloxanes |
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