Cyclic “Acetylenosaccharides”—Novel Cyclodextrin Analogues
Cyclic “Acetylenosaccharides”—Novel Cyclodextrin Analogues
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环状“乙酰糖”——新型环糊精类似物
DOI：
10.1002/anie.199718521
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发表时间：
1997
影响因子：
--
通讯作者：
A. Vasella
中科院分区：
文献类型：
--
作者：
R. Bürli;A. Vasella
环糊精（CDs）的类似物具有设计的形状、大小和腔的静电势，是人们感兴趣的特定宿主分子。例如，通过改变重复单元的结构和/或构象，可以实现cd腔体的深刻变化。用非糖基取代其中的一个或几个单元也会导致腔体发生深刻的变化，如“糖基”所示。乙基取代基之间的夹角小于180°的二乙基化碳水化合物是制备环“乙基糖”的潜在基础。通过改变结构（乙基取代基的位置，吡喃糖或呋喃糖的形式，单糖或寡糖）和/或构型，在概念上可以获得大量这样的单体构建单元。从给定单体制备环“乙酰糖”需要几个偶联步骤；同偶联和/或异偶联产生具有特定环尺寸的构象异构体。1, 4-cis-Di -
Analogues of cyclodextrins (CDs) with a designed shape, size, and electrostatic potential of the cavity are of interest as specific host molecules. An incisive change of the cavity of the CDs is attained, for example, by changing the configuration and/or the conformation of the repetitive unit.[’’Substitution of one or several of these units by non-saccharide moieties also leads to a profound change of the cavity, as demonstrated by the “glyc~ phanes”.[~ lDiethynylated carbohydrates in which the angle between the ethynyl substituents is lower than 180” are potential building blocks for the preparation of cyclic “acetylenosaccharides”.~ 41 A large number of such monomeric building blocks is conceptual-ly available by changing the constitution (position of the ethynyl substituents, pyranose or furanose form, mono-or oligosaccharide) and/or the configuration. Several coupling steps are required for the preparation of cyclic “acetylenosaccharides” from a given monomer; homo-and/or heterocoupling leads to constitutional isomers of a specific ring size. 1, 4-cis-Di-