Steric effects are not the cause of the rate difference in hydrolysis of stereoisomeric glycosides
Steric effects are not the cause of the rate difference in hydrolysis of stereoisomeric glycosides
复制标题
DOI：
10.1021/ol030081e
复制
发表时间：
2003-09-18
期刊：
影响因子：
5.2
通讯作者：
Bols, M
中科院分区：
文献类型：
--
作者：
Jensen, HH;Bols, M
1955 年，Edward 基于过渡态中空间位阻的缓解，给出了关于为什么带有轴向取代基的糖苷比带有赤道取代基的糖苷更具反应性的长期且合理的解释。使用模型化合物 5、6、8 和 10，我们在此得出结论，空间位阻不是糖苷水解的控制因素。
A long-lived and plausible explanation as to why glycosides with axial substituents are more reactive than those with equatorial substituents was given in 1955 by Edward based on sterical hindrance being relieved in the transition state. Using model compounds 5, 6, 8, and 10, we here show conclusively that sterical hindrance not is the controlling factor in glycoside hydrolysis.