Recent advancements on the use of 2-methyltetrahydrofuran in organometallic chemistry.
Recent advancements on the use of 2-methyltetrahydrofuran in organometallic chemistry.
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DOI：
10.1007/s00706-016-1879-3
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发表时间：
2017
影响因子：
1.8
通讯作者：
Pace V
中科院分区：
文献类型：
--
作者：
Monticelli S;Castoldi L;Murgia I;Senatore R;Mazzeo E;Wackerlig J;Urban E;Langer T;Pace V
自从2-甲基四氢呋喃作为经典四氢呋喃的有效替代品被引入以来，一直受到学术界和工业界的关注。特别是碱性有机金属试剂在2-甲基四氢呋喃中表现出的高得多的稳定性，使其适合于涉及包括不对称转化在内的敏感物种的过程。它很容易与水形成共沸混合物，与水基本上不相容，而且它来自天然来源(玉米芯或甘蔗渣)，这使得我们可以按照Anastas的Geen化学原理来考虑它。在这篇简短的综述中，提供了它在有机金属转化中的应用实例，从碳负离子到自由基和过渡金属催化的过程。
Since the introduction of 2-methyltetrahydrofuran as an useful alternative to the classical tetrahydrofuran, there has been a continuous interest in the synthetic community operating at academic and industrial towards it. In particular, the much higher stability that basic organometallic reagents display in 2-methyltetrahydrofuran makes it suitable for processes involving such sensitive species including asymmetric transformations. The easy formation of an azeotropic mixture with water, the substantial immiscibility with water, and the fact it derives from natural sources (corncobs or bagasse), allow to consider it in agreement with the Anastas’ Geen Chemistry principles. In this minireview, selected examples of its employment in organometallic transformations ranging from carbanions to radical and transition metal-catalyzed processes are provided.