Wittig approach to carbohydrate-derived vinyl sulfides, new substrates for regiocontrolled ring-closure reactions

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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https://hal.archives-ouvertes.fr/hal-02086021
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Submitted on : Monday, April 1, 2019 - 9:52:29 AM
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Vincent Aucagne, Arnaud Tatibouët, Patrick Rollin. Wittig approach to carbohydrate-derived vinyl sulfides, new substrates for regiocontrolled ring-closure reactions. Tetrahedron, Elsevier, 2004, 60 (8), pp.1817-1826. ⟨10.1016/j.tet.2003.12.040⟩. ⟨hal-02086021⟩

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