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首页> 外文期刊>Chemistry: A European journal >Aluminium(m)Trifluoromethanesulfonate as an Efficient Catalyst for the Intramolecular Hydroalkoxylation of Unactivated Olefins:Experimental and Theoretical Approaches
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Aluminium(m)Trifluoromethanesulfonate as an Efficient Catalyst for the Intramolecular Hydroalkoxylation of Unactivated Olefins:Experimental and Theoretical Approaches

机译：三氟甲磺酸铝作为未活化烯烃分子内加氢烷氧基化反应的高效催化剂：实验和理论方法

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摘要

The Al(OTf)_3-catalyzed cy-cloisomerization of unactivated unsatu-rated alcohols was studied from experi-mental and theoretical points of view.A series of cyclic ethers was obtained in excellent yields and regioselectivi-ties.This catalyst system provides one of the most straightforward routes to cyclic ethers with Markovnikov-type regioselectivity under mild conditions. Theoretical and NMR studies were car-ried out in order to better determine the mechanism of this reaction.The NMR studies were in agreement with preferential complexation of Al(OTf)_3 to the oxygen atom of the unsaturated alcohol,but did not exclude complexa-tion to the double bond of the alcohol.Theoretical calculations indicated strong acidification of the hydroxyl proton when Al(OTf)_3 was complexed to the alcohol oxygen atom.A plausi-ble catalytic cycle for the Al(OTf)_3-cat-alyzed intramolecular hydroalkoxyla-tion of unactivated olefins is proposed.
机译：从实验和理论的角度研究了Al（OTf）_3催化的未活化未饱和醇的cy-异构化反应，得到了一系列具有优异收率和区域选择性的环醚。在温和条件下最简单的途径获得具有马尔可夫尼科夫型区域选择性的环状醚。为了更好地确定该反应的机理，进行了理论和NMR研究。NMR研究与Al（OTf）_3与不饱和醇的氧原子的优先配位相吻合，但不排除配位基-理论计算表明，当Al（OTf）_3与醇氧原子络合时，羟基质子被强酸化.Al（OTf）_3催化分子内的可行催化循环提出了未活化烯烃的加氢烷氧基化。

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