Stereoselective synthesis of acyclic amino alcohols via von Braun ring opening of chiral piperidines.
Stereoselective synthesis of acyclic amino alcohols via von Braun ring opening of chiral piperidines.
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通过手性哌啶的冯布劳恩开环立体选择性合成无环氨基醇。
DOI：
10.1021/ol801123x
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发表时间：
2008
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;Grillo,TeresaAbad;Comins,DanielL
在C-2位含有苯基的多取代哌啶可以用溴化氰区域和立体选择性地打开。开环产物含有有用的氨腈和苄基溴官能团。该方法可用于立体选择性合成含有多个手性中心和多种官能团的独特取代的烷基胺衍生物。
Multisubstituted piperidines containing a phenyl group at C-2 can be opened regio- and stereoselectively with cyanogen bromide. The ring-opened products contain useful cyanamide and benzylic bromide functional groups. This methodology is useful for the stereoselective synthesis of uniquely substituted alkylamine derivatives containing multiple chiral centers and various functionality.