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化学学报
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化学学报 ›› 2005, Vol. 63 ›› Issue (17): 1607-1612. 上一篇    下一篇

研究论文

(±)-Shegansu B, Gnetuhainin F, (±)-Maackin A与(±)-Cassigarol E的全合成

李文玲，何侃侃，李瀛，侯自杰*   

  1. (兰州大学功能有机分子化学国家重点实验室 兰州 730000)
  • 投稿日期:2004-12-27 修回日期:2005-05-13 发布日期:2010-12-10
  • 通讯作者: 侯自杰

Total Synthesis of (±)-Shegansu B, Gnetuhainin F, (±)-Maackin A and (±)-Cassigarol E

LI Wen-Ling,HE Kan-Kan,LI Ying,HOU Zi-Jie*   

  1. (Institute of Organic Chemistry and State Key Laboratory of Applied Organic Chemistry, Lanzhou University,
    Lanzhou 730000)
  • Received:2004-12-27 Revised:2005-05-13 Published:2010-12-10
  • Contact: HOU Zi-Jie

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被引次数

6

对四种天然二聚二苯乙烯类化合物Shegansu B (1), Gnetuhainin F (1a), Maackin A (2)以及Cassigarol E (3)的全合成进行了研究. 以3,5-二羟基苯甲酸(4)为起始原料, 经六步反应制得异丹叶大黄素(13)和白皮杉醇(14), 在HRP/H2O2酶催化氧化体系中, 13和14分别进行自身的氧化偶联得到各自的二聚产物. 首次完成了1a, (±)-2和(±)-3的全合成, 并以较文献报道为高的氧化偶联产率合成了(±)-1.

关键词: 全合成, (±)-shegansu B, gnetuhainin F, (±)-maackin A, (±)-cassigarol E, HRP/H2O2, 氧化偶联

he total synthesis of four naturally occurring dimeric stilbenes, (±)-shegansu B (1), gnetuhainin F (1a), (±)-maackin A (2) and (±)-cassigarol E (3), were studied. Isorhapontigenin (13) and piceatannol (14) were prepared from 3,5-dihydroxybenzoic acid in six steps. Oxidative coupling of 13 and 14 with HRP/H2O2 gave their respective dimeric compounds. The first total synthesis of 1a, (±)-2 and (±)-3 was described and the oxidative coupling yield of synthesis of (±)-1 was higher than that in literatures.

Key words: total synthesis, (±)-shegansu B, gnetuhainin F, (±)-maackin A, (±)-cassigarol E, HRP/H2O2, oxidative coupling