摘要/Abstract

对在α-环匹阿尼酸(α-CPA)和speradine C全合成中发展的仿生吲哚苄位碳正离子引发的串联环化反应的普适性和机理进行了研究, 实验结果表明, 该苄位碳正离子串联环化反应在含有吲哚的底物中能顺利发生, 说明吲哚氮原子的共轭效应在吲哚苄位碳正阳离子串联环化反应中起到了关键性的作用.
关键词: 反应机理, 串联环化, 苄位碳正离子, 吲哚, 共轭效应
During the course of the total synthesis of α-cyclopianic acid (α-CPA) and speradine C, our research group have developed a biomimetic cascade cyclization reaction initiated by the benzylic carbocation of indole. In this paper, the scope and the reaction mechanism of the cascade cyclization reaction were studied. The experimental results show that the cascade cyclization reaction occurrs at the benzylic carbocation of indole, indicating that the conjugation effect of the indole nitrogen atom plays a key role in the cascade cyclization of benzylic carbocations.
Key words: mechanism, cascade cyclization, benzylic carbocation, indole, conjugation effect


PDF全文下载地址:

点我下载PDF