Synthesis of 1,3-amino alcohol derivatives via a silicon-mediated ring-opening of substituted piperidines.
Synthesis of 1,3-amino alcohol derivatives via a silicon-mediated ring-opening of substituted piperidines.
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通过取代哌啶的硅介导开环合成 1,3-氨基醇衍生物。
DOI：
10.1021/ol9010757
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发表时间：
2009
期刊：
影响因子：
5.2
通讯作者：
Comins,DanielL
中科院分区：
文献类型：
--
作者：
McCall,WStephen;Comins,DanielL
在C-2位含有三甲基甲硅烷基甲基的多取代哌啶可以用TBAF和溴化氰区域选择性地打开。开环产物含有合成有用的氨腈和末端烯烃官能团。该方法可用于含多个手性中心的烷基胺衍生物的立体选择性合成。
Multisubstituted piperidines containing a trimethylsilylmethyl group at C-2 can be opened regioselectively with TBAF and cyanogen bromide. The ring-opened products contain synthetically useful cyanamide and terminal alkene functional groups. This method is useful for the stereoselective synthesis of alkylamine derivatives containing multiple chiral centers.