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À propos de : Highly Regioselective Cleavages andIodinations of Cyclic Ethers Utilizing SmI2        

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  • Highly Regioselective Cleavages andIodinations of Cyclic Ethers Utilizing SmI2
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  • Various functionalized cyclic ethers such asoxiranes, oxetanes, and tetrahydrofurans have been prepared, and the regiochemistry of their ring opening withsamarium diiodide and acyl chloride or anhydride has beeninvestigated. Alkyl-substituted oxetane 5 and tetrahydrofurans 1 and 2 show almost no regioselectivity. However,high regioselectivities from the branched cyclic ethers (3, 8,9, and 10) containing ethereal or hydroxyl moieties havebeen observed. This is probably the result of the bidentatechelated species between samarium and oxygen.
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