Ring-rearrangement metathesis of substituted dihydropyrans and dihydrofurans |
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| Authors: | Morgan Donnard Théophile Tschamber Didier Le NouënSandy Desrat Karen HinsingerJacques Eustache |
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| Institution: | Laboratoire de Chimie Organique et Bioorganique associé au CNRS, Université de Haute-Alsace, Ecole Nationale Supérieure de Chimie de Mulhouse, 3, rue Alfred Werner, F-68093 Mulhouse Cedex, France |
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| Abstract: | The rearrangement of dihydropyrans and dihydrofurans featuring appending olefins has been studied. The rearranged products bear resemblance with polyunsaturated di- and trisaccharides. Examples of functionalization prior to, or following, rearrangement are provided suggesting that the method should be useful for the synthesis of nonclassical saccharides. This work also illustrates the power of cascade methatetic processes for increasing molecular complexity starting from relatively simple heterocycles. |
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| Keywords: | Ring-rearrangement Metathesis Dihydropyrans Dihydrofurans |
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