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(±)-耳壳藻内酯的全合成研究(Ⅱ)
引用本文:晏日安,苏镜娱.(±)-耳壳藻内酯的全合成研究(Ⅱ)[J].高等学校化学学报,2006,27(6):1055-1057.
作者姓名:晏日安  苏镜娱
作者单位:1. 暨南大学食品科学与工程系,广州,510632
2. 中山大学化学系,广州,510275
摘    要:以2,6,6-三甲基环己-2-烯-1,4-二酮为原料, 经选择性羰基保护、Wittig反应、脱保护基、 腈基水解和还原等5步反应合成了目标化合物, 总产率可达6.0%.

关 键 词:耳壳藻内酯  2  6  6-三甲基环己-2-烯-1  4-二酮  Wittig反应  合成
文章编号:0251-0790(2006)06-1055-03
收稿时间:08 15 2005 12:00AM
修稿时间:2005年8月15日

Total Synthesis of (±)Caulilide(Ⅱ)
YAN Ri-An,SU Jing-Yu.Total Synthesis of (±)Caulilide(Ⅱ)[J].Chemical Research In Chinese Universities,2006,27(6):1055-1057.
Authors:YAN Ri-An  SU Jing-Yu
Institution:1. Department of Food Science and Engineering, Jinan University, Guangzhou 510632, China; 2. Department of Chemistry, Zhongshan University, Guangzhou 510275, China
Abstract:The Caulilide which shows a potent cytotoxicity was synthesized from 2,6,6-trimethylcyclohex-2-ene-1,4-dione via selective ketalization,Wittig reaction,deprotection,hydrolysis-lactonization and reduction in 6.0% total yield,in which wittig reaction was the key step.The difficulty of this reaction came from the strong blocking effect,many reaction conditions were optimized,a better yield of this reaction was gained in 57.8%.The synthesis of caulilide was completed by reduction of a lactone with NaBH_(4),the crude product was separated by high performance liquid chromatography to give the target compound.
Keywords:Caulilide  2  6  6-Trimethylcyclohex-2-ene1  4-dione  Wittig reaction  Synthesis
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