Lycogarubin C和Lycogalic Acid A的全合成  

Total Synthesis of Lycogarubin C and Lycogalic Acid A

作　　者：周妮妮[1] 史倩[1] 谢志翔[1] 

机构地区：[1]兰州大学功能有机分子化学国家重点实验室,兰州730000

出　　处：《有机化学》2014年第6期1104-1109,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21072083和21272104);教育部博士点基金(No.20110211110009);中央高校基本科研业务费专项资金(No.lzujbky-2012-56)资助项目~~

摘　　要：Lycogarubin C和Lycogalic acid A是用于研究DNA拓扑异构酶I(Topo I)抑制剂的重要海洋天然产物.我们以叔丁基二甲硅基(TBS)保护的3-丁炔-1醇为起始原料,以二甲基1,2,4,5-四嗪-3,6-二羧酸酯与炔的杂/逆Diels-Alder反应为关键反应,经1,2-二嗪还原,Swern氧化,Fischer吲哚合成等八步反应实现了Lycogarubin C的全合成,再将Lycogarubin C以氢氧化钾处理得到Lycogalic acid A.Lycogarubin C and lycogalic acid A are key marine natural products which are used in studies on inhibitor of DNA Topoisomerase-I. With（but-3-ynyloxy）（tert-butyl）dimethylsilane as starting material, lycogarubin C was prepared in the process with 8 steps, via hetero-/retro-Diels-Alder reaction, reduction of 1,2-diazine, Swern oxidation, and Fischer indole synthesis as the key reactions, and lycogalic acid A was also obtained in the reaction of lycogarubin C with potassium hydroxide.

关 键 词：Lycogarubin C Lycogalic ACID A 杂逆Diels-Alder反应 Swern氧化 Fischer吲哚合成 

分 类 号：O621.3[理学—有机化学]