Wittig approach to carbohydrate-derived vinyl sulfides, new substrates for regiocontrolled ring-closure reactions |
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| Authors: | Vincent Aucagne |
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| Affiliation: | Institut de Chimie Organique et Analytique-UMR CNRS 6005, Université d'Orléans, BP 6759, F-45067 Orléans Cedex 2, France |
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| Abstract: | Reaction of methyl- and phenylthiomethylidene phosphoranes 1 and 2 with a variety of reducing sugars has been explored. Furano-type carbohydrates afforded with good yields the corresponding open-chain vinyl sulfides, whereas pyrano derivatives produced elimination compounds together with the expected vinyl sulfides, depending on the nature of the protective groups. |
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| Keywords: | Carbohydrates Wittig reaction Vinyl sulfides Ring-closure reaction |
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