Oxidative Hydroxylation Mediated by Alkoxysulfonium Ions

Oxidative Hydroxylation Mediated by Alkoxysulfonium Ions
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DOI:
10.1021/ol203467v
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发表时间:
2012-02-03
期刊:
影响因子:
5.2
通讯作者:
Yoshida, Jun-ichi
Yoshida, Jun-ichi
中科院分区:
化学1区
文献类型:
--
作者:
Ashikari, Yosuke;Nokami, Toshiki;Yoshida, Jun-ichi

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采用阳极氧化和水解相结合的方法,通过烷氧基锍离子中间体实现了甲苯衍生物的氧化羟基化,得到了同样易氧化的苄醇。烯烃也被氧化,得到1,2-二醇,没有过氧化。利用在适当位置上带有氮原子的烯烃,实现了电化学氧化环化和水解的集成,得到环状β-氨基取代醇。
Oxidative hydroxylation of toluene derivatives via alkoxysulfonium ion intermediates was achieved by integration of anodic oxidation and hydrolysis to give benzyl alcohols which are also susceptible to oxidation. Alkenes were also oxidized to give 1,2-diols without overoxidation. The integration of electrochemical oxidative cyclization and hydrolysis was achieved using alkenes bearing a nitrogen atom in an appropriate position to give cyclic beta-amino-substituted alcohols.