手性氮杂环丙烷衍生物的合成及结构表征  

Synthesis and Structural Characterization of Chiral Aziridine Derivatives

作　　者：王建平[1] 付永举[2] 张敏涛[1] 闫培丽[1] 陈庆华[1] 

机构地区：[1]洛阳师范学院化学系,洛阳471022 [2]河南科技大学化工与制药学院,洛阳471003

出　　处：《化学通报》2007年第8期609-612,共4页Chemistry

基　　金：国家自然科学基金(No.29672004)资助项目

摘　　要：以二甲基亚砜为溶剂,在60～65℃加热回流条件下,5-(L)-■氧基-3-溴-2(5H)-呋喃酮与脂肪胺通过不对称Michael加成/分子内亲核取代反应,简便、快速、高收率地合成了手性氮杂环丙烷衍生物,产率为61%～67%。经元素分析、IR、1HNMR、13CNMR和MS对产物进行了结构表征,并通过X-射线单晶测定确认了其中的5-(R)-(1R,2S,5R)-■氧基-丁内酯[3,4-b]-2(S)-6(R)-1-N-异丙基氮杂环丙烷的立体结构。In this paper, the synthesis of aziridine derivatives via asymmetric Michael addition and intramolecular nucleophilic substitution of 5-（L）-menthyloxy-3-bromo-2（5H）-furanone with several amines by using DMSO as solvent is reported. The diversely functionalized chiral aziridine derivatives are obtained conveniently with, high yield and identified on the basis of their elemental analysis,IR ,^1H NMR ,^13C NMR and MS. The stereochemistry of one of the aziridine derivatives was measured by X-ray diffraction analysis.

关 键 词：不对称合成 氮杂环丙烷衍生物 生物活性 晶体结构 

分 类 号：O626[理学—有机化学]