香芹酮的选择性环氧化  

Selective Epoxidation of Carvone

作　　者：李玲 张学艳 汪小满 凌剑[1] 史勇 Ling Li;Xueyan Zhang;Xiaoman Wang;Jian Ling;Yong Shi(School of Chemical Science and Technology,Yunnan University,Kunming 650091,China)

机构地区：[1]云南大学化学科学与工程学院,昆明650091

出　　处：《大学化学》2022年第5期143-148,共6页University Chemistry

基　　金：云南省教改项目(JG2018025)。

摘　　要：选择性是有机化学的核心概念之一,也是有机化学研究的关键问题之一。本实验以左旋香芹酮为原料,利用其两个碳碳双键性质的不同,使用两种不同的氧化方式进行选择性环氧化;对香芹酮两个碳碳双键的环氧化体现出化学选择性,而对应的产物是否为异构体混合物则体现出立体选择性。整个实验使用的原料和试剂便宜易得,反应操作简单且后处理容易,产物收率较高,适合本科有机化学实验教学,可帮助学生加深对化学选择性和立体选择性的认识和理解。Selectivity is a core organic chemistry concept and is often a key issue in organic chemistry research.In this experiment,(R)-(-)-carvone was used as a substrate upon which two oxidation methods were employed to selectively give two different products.The epoxidation of the two double bonds of carvone shows chemoselectivity,while whether the corresponding product is a mixture of isomers shows stereoselectivity.Since this experiment features inexpensive reagents,simple operation and workup procedures,and high yields,it is suitable for organic chemistry experimental teaching,deepening undergraduates’understanding of chemoselectivity and stereoselectivity.

关 键 词：选择性 香芹酮 环氧化 化学选择性 区域选择性 

分 类 号：G64[文化科学—高等教育学] O6[文化科学—教育学]