Recent Advances in Radical Dioxygenation of Olefins

Recent Advances in Radical Dioxygenation of Olefins
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DOI:
10.1002/ejoc.201700512
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发表时间:
2017-10-10
影响因子:
2.8
通讯作者:
Punniyamurthy, Tharmalingam
Punniyamurthy, Tharmalingam
中科院分区:
化学3区
文献类型:
--
作者:
Bag, Raghunath;De, Pinaki Bhusan;Punniyamurthy, Tharmalingam

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烯烃的二氧化是用于构建1,2-二醇和α-含氧酮的有价值的合成工具。使用自由基方法来实现这种直接的1,2-双官能化最近取得了相当大的进展。金属催化的反应采用分子氧和空气作为氧化剂,而无金属的双氧化利用氧和过氧化物。这些氧化反应在温和条件下是有效的,活化烯烃被认为是最成功的底物。本文综述了烯烃自由基双氧化反应的底物范围、反应机理以及各种方法的优缺点。
Dioxygenation of olefins is a valuable synthetic tool for the construction of 1,2-diols and alpha-oxygenated ketones. The use of radical approaches to achieve this direct 1,2-difunctionalization has recently made considerable progress. The metal-catalyzed reactions employ molecular oxygen and air as the oxidants, whereas metal-free dioxygenation utilizes oxygen and peroxides. These oxidations are effective under mild conditions, with activated olefins found to be the most successful substrates. This microreview covers the recent developments in the radical dioxygenation of olefins, with respect to substrate scope, mechanism, and the advantages and disadvantages of the methods.