有机化学 ›› 2012, Vol. 32 ›› Issue (01): 30-45.DOI: 10.6023/cjoc1104221 上一篇    下一篇

综述与进展

基于环糊精模板法的有机合成

张华承, 刘召娜, 辛飞飞, 郝爱友   

  1. 山东大学化学与化工学院 济南 250100
  • 收稿日期:2011-04-22 修回日期:2011-07-01 发布日期:2011-07-14
  • 通讯作者: 郝爱友 E-mail:aiyouhao@gmail.com

Organic Synthesis Based on Cyclodextrins Template Method

Zhang Huacheng, Liu Zhaona, Xin Feifei, Hao Aiyou   

  1. School of Chemistry & Chemical Engineering, Shandong University, Jinan 250100
  • Received:2011-04-22 Revised:2011-07-01 Published:2011-07-14

利用“模板”理念综述了基于环糊精模板法的有机合成反应, 并将基于环糊精模板法的有机合成反应分为两大类. 第一类是基于环糊精“静态模板法”的有机合成, 主要是指以环糊精刚性结构主、次面和空腔为模板进行的有机反应. 其中, 基于环糊精主次面的有机反应主要是体现了模板效应对空间结构的限定. 而基于环糊精空腔的有机反应,重点是介绍那些利用环糊精空腔的手性和空间限定性等特点进行化学选择、区域选择和立体选择的反应, 这体现了模板效应中的“信息”传递性. 第二类有机反应则是基于“动态模板法”, 该模板自身是可调控的. 其中, 既可以具有可变空间构象的桥连环糊精二聚体为模板, 也可以环糊精衍生物以及环糊精主客体包合物的自组装体系为模板.

关键词: 环糊精, 模板法, 有机合成, 应用, 催化

The organic synthesis based on cyclodextrin template method is reviewed initially by using the “template” concept. These organic synthesis reactions are divided into two main types: one type is based on cyclodextrin “static” template which includes the primary, secondary faces and the cavity. The reactions based on the primary and secondary faces mainly show that the template can control the stereo-structure. While the reactions based on the cavity are mainly using the size and chiral properties of the cavity to do the chemical, regio- and stereo-selectivity, showing that the template can carry out information transfer. The other type is based on cyclodextrin “dynamic” template including the bridge-linked cyclodextrin dimmers with variable conformations and the assemblies prepared by the cyclodextrin derivatives and inclusion complexes. These dynamic templates themselves can be adjusted.

Key words: cyclodextrin, template method, organic synthesis, application, catalysis