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首页> 外文期刊>Chemistry: A European journal >Efficient Oxidation of 1,2-Diols into a-Hydroxyketones Catalyzed by Organotin Compounds
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Efficient Oxidation of 1,2-Diols into a-Hydroxyketones Catalyzed by Organotin Compounds

机译：有机锡化合物催化将1,2-二元醇有效氧化为α-羟基酮

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摘要

Electrochemical oxidation of 1,2-diols with a catalytic amount of an organotin compound and a bromide ion as mediators has been developed. Various cyclic and acyclic 1,2-diols were oxidized into the corresponding a-hydroxyketones in good to excellent yields without C-C bond cleavage. Also, oxidation with the use of chemical oxidants was accomplished in the presence of a catalytic amount of an organotin compound. These reactions could discriminate 1,2-diols from isolated hydoxyl groups or 1,3-diols. In the case of a conformationally restricted cyclic 1,2-diol, the axial hydroxyl group was oxidized exclusively. Mono-, di-, and trialkylated tin compounds were examined as mediators and dialkylated tin compounds showed higher catalytic activity than mono- and trisubstituted ones. Me_2SnCl_2 was found to be the most suitable mediator for the selective oxidation.
机译：已经开发了用催化量的有机锡化合物和溴离子作为介体的1,2-二醇的电化学氧化方法。各种环状和无环的1,2-二醇被氧化成相应的α-羟基酮，收率好至极好，而没有C-C键断裂。另外，在催化量的有机锡化合物存在下，使用化学氧化剂进行氧化。这些反应可以将1，2-二醇与分离的羟基或1，3-二醇区分开。在构象受限的环状1,2-二醇的情况下，轴向羟基仅被氧化。研究了单，二和三烷基化的锡化合物作为介体，二烷基化的锡化合物显示出比单和三取代的锡化合物更高的催化活性。发现Me_2SnCl_2是最适合选择性氧化的介质。

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