反式-2,3-二氢吡啶N-氧化物和哌啶的区域和立体选择性合成。
The regio- and stereoselective synthesis of trans-2,3-dihydropyridine N-oxides and piperidines.
作者信息
Andersson Hans, Gustafsson Magnus, Boström Dan, Olsson Roger, Almqvist Fredrik
机构信息
Department of Chemistry, Umeå University, Petrus lestadius väg, 90187 Umeå, Sweden.
出版信息
Angew Chem Int Ed Engl. 2009;48(18):3288-91. doi: 10.1002/anie.200900189.
Reactivity N-Own: Pyridine N-oxides can be used for the complete regio- and stereoselective synthesis of trans-substituted piperidines. The sequential addition of Grignard reagents and aldehydes or ketones to pyridine N-oxides yields a complete regio- and stereoselective trans 2,3-addition reaction in high yields, and the substituted 2,3-dihydropyridine N-oxide can be reduced to form 2,3-trans-substituted piperidines (see scheme).
自身反应性
吡啶氮氧化物可用于反式取代哌啶的完全区域和立体选择性合成。格氏试剂与醛或酮依次加成到吡啶氮氧化物上，可高产率地发生完全区域和立体选择性的反式2,3-加成反应，且取代的2,3-二氢吡啶氮氧化物可被还原以形成2,3-反式取代哌啶（见方案）。
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