邻藜芦醛的合成研究  

Study on the synthesis of o-veratraldehyde

作　　者：李想 董杰 胡凯 李冬 赵玉祥 朱颜任 王晶 刘丹丹 周林宗[3] 梁蕾蕾 陈静波[1,2] LI Xiang;DONG Jie;HU Kai;LI Dong;ZHAO Yu-xiang;ZHU Yan-ren;WANG Jing;LIU Dan-dan;ZHOU Lin-zong;LIANG Lei-lei;CHEN Jing-bo(Key Laboratory of Medicinal Chemistry of Natural Resource, Ministry of Education and Yunnan Province, Yunnan University, Kunming 650091, China;School of Pharmaceutical Sciences and Yunnan Key Laboratory of Pharmacology for Natural Products, Kunming Medical University, Kunming 650500, China;Basic Medical School of Kunming Medical University,Kunming 650500,China;School of Geographical Science and Tourism Management, Chuxiong Normal University, Chuxiong 675000, China)

机构地区：[1]云南大学教育部自然资源药物化学重点实验室,云南昆明650091 [2]昆明医科大学药学院暨云南省天然药物药理重点实验室,云南昆明650500 [3]楚雄师范学院地理科学与旅游学院,云南楚雄675000 [4]昆明医科大学基础医学院,云南昆明650500

出　　处：《云南大学学报（自然科学版）》2018年第4期743-747,共5页Journal of Yunnan University(Natural Sciences Edition)

基　　金：国家自然科学基金(21662041);云南省应用基础研究(昆医联合专项;2017FE468(-022));云南省天然药物药理重点实验室开放研究基金(YZDY1501);云南省教育厅科学研究基金(2017zzx196);云南省教育厅科学研究基金(2018JS158)

摘　　要：邻藜芦醛是一类重要的医药中间体,在总结其常见合成方法的基础上,提出了以愈创木酚为原料,经酚羟基烯丙基化、克莱森重排、酚羟基甲醚化、烯烃异构化反应和臭氧氧化/还原反应合成邻藜芦醛的方法,5步反应的总产率为54%.此合成路线原料价廉易得,反应可操作性强,后处理简单,有一定的工业应用价值.o-Veratraldehyde is an important pharmaceutical intermediate. With common synthetic methods taken into consideration, veratraldehyde was prepared by using guaiaeol as the starting material and conducting a series of phenolic hydroxyl allylation, Claisen rearrangement, phenolic hydroxy methyl etherification, Triton B-catalyzed olefin isomerization and ozonation/reduction reactions.The total yield of this 5-step reactions was 54%.The above-mentioned synthesis method only requires raw materials that are low-cost and easily acquired, its relative reaction conditions are mild and the work-up is simple ,thus it may provide certain value in the industrial applications.

关 键 词：邻藜芦醛 合成 烯烃异构化 臭氧氧化/还原 

分 类 号：O621.3[理学—有机化学]