手性4-取代丁内酯类化合物的合成及其结构研究  

Studies on the Synthesis and Structure of Chiral 4-Substituted-butyrolactone Derivatives

作　　者：王建平[1] 常新红[1] 田欣哲[1] 陈庆华[1] 

机构地区：[1]洛阳师范学院化学系,洛阳471022

出　　处：《化学学报》2003年第3期411-415,共5页Acta Chimica Sinica

基　　金：国家自然科学基金 (No .2 9672 0 0 4 )资助项目

摘　　要：脂肪族伯胺和伯醇作为亲核试剂 5与 5 L 孟氧基丁烯内酯 ( 4)手性合成子通过不对称Michael加成 ,得到手性的 4 取代 丁内酯类化合物 6( 44%～ 5 7% ,ee≥ 98% ) .通过元素分析 ,[α] 2 0D ,IR ,1HNMR ,13CNMR ,MS和X射线晶体测定 ,确认了它们的化学结构、立体构型、绝对构型 .The novel chiral compounds 6 have been synthesized in 44%similar to57% yields with eegreater than or equal to98% by asymmetric Michael addition of chiral synthon, 5-L-menthyloxy-butenolides (4) with aliphatic primary amine and primary alcohol 5 as nucleophilic reagents. The structure and absolute configuration were established on the basis of their elemental analysis and spectroscopic data, such as [ a](D)(20), IR, H-1 NMR, C-13 NMR, MS and X-ray crystallography. These results provide a valuable synthetic route to some complex molecules and biological active compounds.

关 键 词：合成 结构 4-取代丁丙酯 不对称MICHAEL加成 手性合成砌块 X射线晶体测定 

分 类 号：O621[理学—有机化学]