基于5-孟氧基-3-溴-2(5H)-呋喃酮的环丙烷合成方法研究:碳亲核试剂启动的不对称串联反应  

Study of the Synthetic Method of Cyclopropane Derivatives Based on 3-Bromo-2,5-dihydro-5-menthyloxyfuran-2-one:Asymmetric Tandem Reaction Starting by Carbon Nucleophile

作　　者：郭金波[1] 张淅芸[2] 陈庆华[1] 

机构地区：[1]洛阳师范学院化学系,洛阳471022 [2]北京师范大学化学系,北京100875

出　　处：《化学学报》2006年第19期2008-2014,共7页Acta Chimica Sinica

基　　金：国家自然科学基金(No.29672004)资助项目.

摘　　要：研究碳亲核试剂(2a～2e)与手性合成砌块,5-孟氧基-3-溴-2(5H)-呋喃酮的不对称串联反应,分别得到不同结构的光学活性化合物3a～3d,4,5和6.通过X射线晶体分析确认了它们的立体化学结构.The structurally different chiral compounds 3a-3d, 4, 5 and 6 with newly formed stereogenic centers were obtained via the tandem asymmetric Michael addition and internal nucleophilic substitution reaction of 3-bromo-2,5-dihydro-5-menthyloxyfuran-2-one with different carbon nucleophiles. The chemical structures of these complicated compounds were determined by analytical and spectroscopic data. The proposed structures were confirmed by the X-ray crystallographic analysis of 3a （S）, 5 and 6.

关 键 词：不对称串联反应 碳-碳键形成 光学活性 晶体结构 

分 类 号：O626.1[理学—有机化学]