环戊二烯与丙烯酸冰片酯的不对称Diels-Alder反应  

The Asymmetric Diels-Alder Reaction of Cycolpentadiene with Bornyl Acrylate

作　　者：刘芳[1] 葛军英[1] 罗国强[1] 宋新鲁[1] 王琦[1] 陈慧宗[1] 

机构地区：[1]江西师范大学化学化工学院,江西南昌330027

出　　处：《江西师范大学学报（自然科学版）》2006年第4期375-377,共3页Journal of Jiangxi Normal University(Natural Science Edition)

基　　金：国家自然科学基金(20262002);江西省自然科学基金(0420016)资助项目

摘　　要：以天然右旋冰片作为手性助剂,与非手性的丙烯酸进行酯化反应,生成手性的丙烯酸冰片酯,该酯与环戊二烯在不同条件下进行不对称的Diels-Alder反应,再进行水解,得到指定构型过量的二环[2.2.1]庚-5-烯-2-羧酸.The asymmetric Diels-Alder reaction of cycolpentadiene with bomyl acrylate under different conditions was studied, which was prepared by reaction of the chiral auxiliary bomeol with the achiral reagent acrylic acid. The predicting excess configuration of the bicycle [ 2.2.1] hept-5-ene-2-carboxylic acid was obtained after the Diels-Alder adduct was hydrolyzed.

关 键 词：天然右旋冰片 酯化反应 Diels—Alder反应 不对称合成 

分 类 号：O621.3[理学—有机化学]