高等学校化学学报 ›› 2003, Vol. 24 ›› Issue (2): 270.

• 论文 • 上一篇    下一篇

(±)-16-羟基-6,7-脱氢铁锈醇甲醚及其类似物的合成

沈灏, 李安排, 王晖, 杜振亭, 武同兴, 潘鑫复   

  1. 兰州大学化学系, 应用有机化学国家重点实验室, 兰州 730000
  • 收稿日期:2001-12-05 出版日期:2003-02-24 发布日期:2003-02-24
  • 通讯作者: 潘鑫复(1937年出生),男,教授,博士生导师,主要从事天然产物的合成研究.
  • 基金资助:

    国家自然科学基金(批准号:29772015)资助

Synthesis of 16-Hydroxy-6,7-didehydraferruginyl Methyl Ether and Its Analogues with 16-Oxidant Group

SHEN Hao, LI An-Pai, WANG Hui, DU Zhen-Ting, WU Tong-Xing, PAN Xin-Fu   

  1. National Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000, China
  • Received:2001-12-05 Online:2003-02-24 Published:2003-02-24

摘要: 采用AC→ABC的合成策略,以α-环柠檬醛为A环起始原料,通过与C环化合物8缩合、选择性还原及分子内环合得到关键中间体11,再经过官能团修饰和转换,合成了16-羟基-6,7-脱氢铁锈醇甲醚及其3个类似物.

关键词: 三环二萜, 铁锈醇, 柳杉酚

Abstract: The synthetic strategy of AC→ABC was used, in which α-cyclocitral was used as A ring synthon. The key intermediate 11 was obtained after condensation of α-cyclocitral with triphenyl phosphonium chloride 8, sequently selective reduction by Pd/C and intramolecular cyclization. 16-Hydroxy-6,7-didehy-draferruginyl methyl ether and three analogues with 16-oxidant group were synthesized from this key intermediate via structure modification.

Key words: Tricyclic diterpenoid, Ferruginol, Suginyl phenol

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