高等学校化学学报 ›› 1997, Vol. 18 ›› Issue (11): 1820.

• 论文 • 上一篇    下一篇

(±)-Salvinolone的全合成研究

田元1, 陈宁1, 秦丙昌1, 潘鑫复1, 郝小江2, 陈昌祥2   

  1. 1. 兰州大学化学系, 兰州 730000;
    2. 中国科学院昆明植物研究所植物化学开放实验室, 昆明 650204
  • 收稿日期:1996-08-19 出版日期:1997-11-24 发布日期:1997-11-24
  • 通讯作者: 潘鑫复
  • 作者简介:田元, 男, 25岁, 现在香港中文大学攻读博士学位
  • 基金资助:

    国家自然科学基金

Studies on the First Total Synthesis of (±)-Salvinolone

TIAN Yuan1, CHEN Ning1, QIN Bing-Chang1, PAN Xin-Fu1, HAO Xiao-Jiang2, CHEN Chang-Xiang2   

  1. 1. Department of Chemistry, National Laboratory of Applied Organic Chemistry,Lanzhou University, Lanzhou 730000;
    2. Zaborutory of Phytochemistry, Kunming Instigate of Botany, Academia Siniou, Kanming 650204
  • Received:1996-08-19 Online:1997-11-24 Published:1997-11-24

摘要: 以2-(3,4-环己基烯二氧-5-异丙基)苯基乙醇(2)和3-异丙氧基-5,5-二甲基-1,3-环己烯酮(4)为原料,利用羰基α-位的烷基化反应和分子内的Friedel-Crafts反应为关键步骤,经9步反应,合成了多氧芳香型三环二萜类天然产物Salvinolone.

关键词: 多氧芳香型三环二萜, Salvinolone, 全合成

Abstract: Salvinolone is a polyoxygenated aromatic tricyclic diterpene which was firstisolated from the roots of Salva prionitis.The assignment of its structure for compound 1 wasmostly made on the basis of spectral data.In order to confirm the assigned structure, aconvergent synthesis of Salvinolone(1) has been achieved in nine steps, starting with3-fisopropoxy-5, 5-dimethyl-2-cyclohexenone (4) and alcohol (2) which are readily available.Thekey steps are alkylation of carbonyl compound and intramolecular Friedel-Crafts reaction.This is the first total synthesis of (±)-salvinolone.

Key words: Polyoxygenated aromatic tricyclic diterpene, Salvinolone, Total synthesis

中图分类号: 

TrendMD: