用不保护或少保护的糖为原料高区选、高立体选地合成寡糖

Highly Regio-and Steroselective Synthesis of Oligosaccharides using Unprotected and Lightly Protected Sugars as Starting Materials

用不保护和少保护的糖为原料 ,用酰基为保护基 ,通过糖原酸脂的生成与重排 ,能高区选、高立体选地合成寡糖 ,合成步骤大为简化 ,此方法对甘露糖、葡萄糖非常有效 ,区选主要在 3、6位 ,立体选对甘露糖只得到α 连接 ,对葡萄糖只得到 β 连接。一些有重要生理活性的寡糖 ,如植保素激活剂六糖。

A new method for regio and stereoselective synthesis of oligosaccharides was developed through sugar orthoester formation rearrangement.The use of sole acyl protective group substantially simplified the synthetic procedures.This method was very effective for mannose and glucose derivatives with good regioselectivity at 3 and 6 positions and excellent α stereoselectivity for mannose series and β stereoselectivity for glucose series.Biologocally important oligosaccharides such as phytoalexin elicitor glucohexatose and antitumor fragments of lentinan were prepared readily.