Chemically induced anion radical cycloadditions: Intramolecular cyclobutanation of bis(enones) via homogeneous electron transfer

Chemically induced anion radical cycloadditions: Intramolecular cyclobutanation of bis(enones) via homogeneous electron transfer
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DOI:
10.1021/ja030543j
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发表时间:
2004-02-18
影响因子:
15
通讯作者:
Krische, MJ
Krische, MJ
中科院分区:
化学1区
文献类型:
--
作者:
Yang, JK;Felton, GAN;Krische, MJ

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介绍了化学试剂均相电子转移引发阴离子自由基环加成反应的第一个实例。具体地说,暴露于金负离子自由基,双(烯酮)底物被发现从事立体选择性的分子内[2 + 2]环加成。这些研究,沿着与相应的电化学引发的反应,提供洞察这种根本上新的模式的反应性和支持的可行性,扩大这种新的反应类型。
The first examples of anion radical cycloaddition induced by homogeneous electron transfer from chemical agents are described. Specifically, upon exposure to chrysene anion radical, bis(enone) substrates are found to engage in stereoselective intramolecular [2 + 2] cycloaddition. These studies, along with the corresponding electrochemically initiated reactions, provide insight into this fundamentally new pattern of reactivity and support the feasibility of expanding this novel reaction type.