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.