Substrate- and Reagent-Controlled Electrophilic Asymmetric Fluorinations
Substrate- and Reagent-Controlled Electrophilic Asymmetric Fluorinations
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底物和试剂控制的亲电不对称氟化
DOI：
10.2174/138527210791111812
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发表时间：
2010-05-01
影响因子：
2.6
通讯作者：
Liu, Zhao-Peng
中科院分区：
文献类型：
--
作者：
Cao, Lu-Lu;Gao, Bing-Lei;Liu, Zhao-Peng
在过去的二十年里，高效的不对称取代方法的发展是现代有机氟化学最引人注目的方面之一。在构建含有直接键合到立体异构中心的氟原子的手性有机氟化合物的许多方法中，亲电不对称手性取代基已被证明是特别有效的。本文综述了底物介导的非对映选择性亲电氟化反应在手性有机氟化合物合成中的应用，以及手性试剂控制的非手性化合物的化学计量不对称亲电氟化反应，重点介绍了以磺内酰胺为模板的中性手性N-F试剂和以带电手性[N-F]（+）为模板的中性手性N-F试剂的发展和应用衍生自氟化金鸡纳生物碱或生物碱/Selectfluor组合的试剂。
In the past twenty years, the development of efficient methods for asymmetric fluorination is one of the most fascinating aspects of modern organofluorine chemistry. Among the many approaches towards the construction of chiral organofluorine compounds containing a fluorine atom bonded directly to a stereogenic center, electrophilic asymmetric fluorination has proven to be particularly effective. In this review, substrate-mediated diastereoselective electrophilic fluorinations for the synthesis of chiral organofluorine compounds is first discussed, followed by chiral reagent-controlled stoichiometric asymmetric electrophilc fluorination of achiral compounds, with emphasis on the developments and applications of neutral chiral N-F agents based on the sultam templates and charged chiral [N-F](+) reagents derived from the fluorinated cinchona alkaloids or the alkaloids/Selectfluor combination.