二丁基氧化锡在糖衍生物选择性合成中的应用  

Application of dibutyltin oxide in the regioselective synthesis of sugar derivatives

作　　者：楼鑫[1] Seamas Cassidy 

机构地区：[1]滁州学院化学与生命科学系,安徽滁州239000 [2]Food Science and Environmental Health,Dublin Institute of Technology

出　　处：《化学试剂》2010年第4期322-324,共3页Chemical Reagents

基　　金：安徽省应用化学省级重点学科建设资助项目(200802187C)

摘　　要：二丁基氧化锡和糖上的羟基选择性地形成亚甲锡烷基缩醛,通过聚合作用使处于聚合体不同位置的羟基显示了不同的电负性和亲核性,进行选择性反应合成糖衍生物。因此,利用二丁基氧化锡这种反应特性,分别对其在活性糖的保护、形成糖聚合体和糖基化等方面的应用进行了阐述,为该试剂在糖衍生物合成中的广泛应用提供参考。Dibutyltin oxide reacts selectively with hydroxyl groups of carbohydrates to form dibutylstannylene acetal,and polymerization of the acetal in solution enlarges the electronegative and nucleophilic difference of hydroxyl groups situated on the different locations of polymer,which accounts for selective synthesis of sugar derivatives.Hence the chemical characteristic of dibutyltin oxide is well elucidated via its application on sides of protection of adjacent hydroxyl groups of sugars containing active functional groups,regioselective bridging of carbohydrates and glycosylation,which lays foundation for this reagent to extend its application into selective synthesis of sugar derivatives.

关 键 词：糖衍生物 二丁基氧化锡 聚合 区域选择性 

分 类 号：O627.4[理学—有机化学] O629.1[理学—化学]