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

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）.