5(R)-(l-氧基)-2(5H)-呋喃酮与溴代丙二酸二乙酯的反应  

Reaction of 5(R)-(l-Menthoxy)-2(5H)-furanone with Diethyl Bromomalonate

作　　者：康海霞[1] 白静[2] 郗振涛 张曼曼[1] 傅玉琴[1] 邹大鹏[2] 

机构地区：[1]洛阳师范学院化学化工学院,洛阳471022 [2]郑州大学化学与分子工程学院,郑州450001

出　　处：《有机化学》2016年第8期1915-1920,共6页Chinese Journal of Organic Chemistry

基　　金：河南省科技发展计划(No.122300410265);洛阳师范学院2013年培育基金(No.2013-PYJJ-006)资助项目~~

摘　　要：研究了5(R)-(l-?氧基)-2(5H)-呋喃酮与溴代丙二酸二乙酯在无水K2CO3和相转移催化剂四丁基溴化铵(TBAB)存在下,以乙腈为溶剂,在80℃下的反应及产物结构特征.在上述条件下得到了预期的具有两个乙酯基的手性环丙烷/丁内酯衍生物3,同时还得到了含有一个乙酯基的手性环丙烷/丁内酯化合物5以及少量的含溴产物6.通过对产物结构分析,提出了产物形成的可能机理.The reaction of 5（R）-（l-menthoxy）-2（5H）-furanone and diethyl bromomalonate was investigated in the presence of anhydrous K2CO3 and phase transfer catalyst tetrabutylammonium bromide （TBAB） using CH3CN as solvent at 80℃. In the above condition, the expected novel chiral cyclopropane/butyrolactone derivative 3 with two ethyl ester groups was obtained, and at the same time, another chiral cycloproane/butyrolactone 5 bearing only one ethyl ester group, and trace amount of bro- mo-substitued compound 6 were also obtained. The possible mechanism was proposed based on the analysis of the products.

关 键 词：2(5H)-呋喃酮 环丙烷/丁内酯衍生物 手性 合成 晶体结构 

分 类 号：O621.25[理学—有机化学]