微波促进立体选择性高效合成糖基α,β-不饱和酯类化合物  

Efficient and Stereoselective Synthesis of Carbohydrate α,β-Unsaturated Esters by Microwave Assisted Wittig Reaction

作　　者：李小六[1] 王玮[1] 李锐[1] 张平竹[1] 陈华[1] 

机构地区：[1]河北大学化学与环境科学学院、河北省化学生物学重点实验室,保定071002

出　　处：《有机化学》2012年第8期1519-1525,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.20972039,21172051);973计划前期专项(No.2010CB534913);河北省高等学校科学技术研究重点(No.ZH2011110)资助项目~~

摘　　要：利用微波促进糖醛与叶立德(Ph3P=CHCOOEt)发生Wittig反应,立体选择性地合成了含有α,β-不饱和酯的糖烯类化合物,反应效率显著提高,使用不同的反应溶剂可实现对反应立体选择性的控制.并通过1H NMR中双键氢的偶合常数确定了产物的构型.A stereoselectively controlled Wittig reaction of sugar aldehydes with Ph3P=CHCOOEt under microwave radiation was investigated.The reaction was curried out effectively and stereoselectively depending upon the solvents used,providing a convenient access to the glycosyl α,β-unsaturated esters.The structures and configurations of the products were determined according to the NMR spectra and the coupling constants of the olifenic protons（CH=CH）.

关 键 词：α β-不饱和酯类 糖类衍生物 微波促进有机合成 立体选择性Wittig反应 

分 类 号：O621.3[理学—有机化学]