Acta Chimica Sinica ›› 2008, Vol. 66 ›› Issue (17): 1991-1994. Previous Articles     Next Articles

Original Articles

关于茎点霉联烯酸丙的绝对构型

简亚军 张 艳 伍贻康*

  

  1. (中国科学院上海有机化学研究所 生命有机化学国家重点实验室 上海 200032)

  • 投稿日期:2008-02-25 修回日期:2008-04-28 发布日期:2008-09-14
  • 通讯作者: 伍贻康

On the Absolute Configuration of Phomallenic Acid C

JIAN, Ya-Jun ZHANG, Yan WU, Yi-Kang*   

  1. (State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry,
    Chinese Academy of Sciences, Shanghai 200032)
  • Received:2008-02-25 Revised:2008-04-28 Published:2008-09-14
  • Contact: WU, Yi-Kang

The absolute configuration of phomallenic acid C (1), a recently isolated natural antibiotic with a novel mode of action, was previously established in a total synthesis through deduction from the configuration of a key intermediate 4 assigned on an empirical basis. Further experimental evidence is therefore highly desirable. In the present work the absolute configuration of the key propargylic alcohol 4 was determined using the method developed by Mosher. The results show that the previously assigned absolute configuration of 1 is correct.

Key words: Mosher ester, enantiomer, propargylic alcohol, asymmetric reduction, allene