高等学校化学学报

高等学校化学学报 ›› 1987, Vol. 8 ›› Issue (3): 235.

• 论文 • 上一篇    下一篇

内吸性杀菌剂三唑醇(酮)立体异构体的研究(Ⅱ)

李正名1, 董丽雯1, 李国炜1, 张祖新1, 曹秋文1, 王素华1, 窦士琦2   

  1. 1. 南开大学元素有机化学研究所;
    2. 中国科学院生物物理研究所
  • 收稿日期:1985-11-03 出版日期:1987-03-24 发布日期:1987-03-24
  • 基金资助:

    国家教育委员会科学基金

Studies on Steromers of Triadimenol (Ⅱ)

Li Zhengming1, Dong Lixia1, Li Guowei1, Zhang Zuxin1, Cao Qiuwen1, Wang Suha1, Dou Shiqi2   

  1. 1. Institute of Elemento-Organic Chemistry, Nankai University, Tianjin;
    2. Institute of Biophysics, Academic Sinica, Beijng
  • Received:1985-11-03 Online:1987-03-24 Published:1987-03-24

PDF (PC)

被引次数

11

摘要： 确定了拆分三唑醇A、B两非对称异构体所形成的非对映中间体的结构,并得到100%光学纯的三唑醇右旋A体。经X-射线法等确定其绝对构型为(+)1R,2s,由Jones氧化反应得到100%光学纯的三唑酮右旋体,利用格氏氢转移反应对右旋三唑酮进行不对称还原得三唑醇的不同光学异构体。对小麦叶锈病的生物活性测定表明三唑醇中(-)-A-1S,2R的生物活性最高;三唑酮中,左右旋体的活性相当。

Abstract: The two diastereomers ( designated as Aand B ) of Triadimenol were separated and the enantiomers of the active triadimenol Awere further resolved. The absolute configuration of (+)-triadimenol Awas determined both by Horeau method and X-ray diffraction method. Its oxidation to the corresponding (+)-triadimefon was successfully carried out for the first time by Jones' oxidation. The asymmetric reduction of (+)triadimefon was carried out by using an hydrogen transfer mechanism of Grignard reaction to obtain different optical isomers of triadimenol.The preliminary bioassay on mixed spores of wheat rust indicated that among the four optical isomers of triadimenol, (-)-A-lS,2Renantiomer has the highest bioactivity, whereas both levo- and dextro- isomers of triadimefon do not differ much in their bioactivities.

TrendMD: