Conformation-induced regioselective and divergent opening of epoxides by fluoride: facile access to hydroxylated fluoro-piperidines
Conformation-induced regioselective and divergent opening of epoxides by fluoride: facile access to hydroxylated fluoro-piperidines
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氟化物引起的环氧化物的构象诱导区域选择性和发散性打开：轻松获得羟基化氟哌啶
DOI：
10.1039/c6ob00063k
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发表时间：
2016-01-01
影响因子：
3.2
通讯作者：
Hu, Xiang-Guo
中科院分区：
文献类型：
--
作者：
Yan, Nan;Fang, Zheng;Hu, Xiang-Guo
利用分子构象作为控制因素，含环氧化物的2-芳基哌啶可以用四丁基氟化铵（TBAF）和氟化氢钾（KHF 2）的试剂组合以区域选择性和发散的方式开环。四种不同类型的羟基化氟哌啶，在药物开发中有价值的积木，很容易使用这种方法合成。试剂组合的基本性质允许一锅脱保护/开环过程，这增加了该转化的功效。
Utilizing molecular conformation as a controlling factor, epoxide-containing 2-aryl-piperidines can be ring-opened with the reagent combination of tetrabutylammonium fluoride (TBAF) and potassium bifluoride (KHF2) in a regioselective and divergent fashion. Four different types of hydroxylated fluoro-piperidines, valuable building blocks in drug development, were readily synthesized using this method. The basic nature of the reagent combination allowed a one-pot deprotection/ring opening process, which increased the efficacy of this transformation.