手性3-[9-(3-吡啶基)芴基]环氧丙烷的合成  

Synthesis of optically active 3-[9-(3-pyridyl)fluoren-9-yl]propene oxides

作　　者：潘琦琳[1] 阳年发[1] 杨利文[1] 

机构地区：[1]湘潭大学环境友好化学与应用教育部重点实验室,湖南湘潭411105

出　　处：《化学试剂》2012年第11期972-974,1049,共4页Chemical Reagents

基　　金：国家自然科学基金资助项目(20972131;21172186)

摘　　要：以芴和手性环氧氯丙烷为原料,合成了标题化合物。芴与丁基锂反应得到的芴基锂与3-溴吡啶反应得9-(3-溴吡啶)芴。9-(3-溴吡啶)与丁基锂反应生成的9-(3-溴吡啶)-9-芴锂与手性环氧氯丙烷反应即得标题化合物。所得产物的光学纯度与原料环氧氯丙烷相近。Optically active 3- [ 9- （3-pyridyl） fluoren-9-yl ] pro- pene oxides was synthesized from fluorene, 3-bromopyridine and optically active epichlorohydrin. Fluorene was treated with n-butyllithium to formed 9-fluorenyllithium. 9-fluorenyllithium reacted with 3-bromopyridine to form 9-（3-pyridyl）fluorene. 9-（3-pyridyl）fluorene was treated with n-butyllithium to form 9-（3-pyridyl ） fluoren-9-yllithium. （ R ）- or （ S ）-epiehloro- hydrin reacted with 9-（3-pyridyl）fluoren-9-yllithium to obtain optical active 3- [ 9- （ 3-pyridyl ） fluoren-9-yl ] propene oxides. The optical purity of the product is close to its material epi- chlorohydrin.

关 键 词：芴 3-溴吡啶 环氧氯丙烷 手性3-[9-(3-吡啶基)芴基]环氧丙烷 合成 

分 类 号：O621.3[理学—有机化学]