Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (9): 1284-1285. Previous Articles     Next Articles

Reports

Brown反应特例及机理初探

刘泺*,a,郑虎a,翁玲玲a,叶伟东b,卢云萍b   

  1. (a四川大学药学院 成都 610041)
    (b浙江医药新昌制药厂 新昌 312500)
  • 收稿日期:2005-03-14 修回日期:2006-02-24 发布日期:2006-09-11
  • 通讯作者: 刘泺

Study on an Abnormal Brown Reaction and Its Mechanism

LIU Luo*,a,ZHENG Hua,WENG Ling-Linga,YE Wei-Dongb,LU Yun-Pingb   

  1. (a Department of Pharmacy, Sichuan University, Chengdu 610041)
    (b Zhejiang Medicine CO., Limited, Xinchang Pharmaceutical Factory, Xin-chang 312500)
  • Received:2005-03-14 Revised:2006-02-24 Published:2006-09-11
  • Contact: LIU Luo

An abnormal Brown reaction was reported. When androsta-3-methoxy-3,5,17(20)-triene (1) was treated with diborane or 9-BBN, the 17(20) double bond of 1 was broken, which led to a new direction to gain androsta-3-methoxy-17β-hydroxy-3,5-diene (3). The direction is different to Brown reacton which would get androsta-3-methoxy-17β-hydroxymethyl-3,5-diene (2). The mechanism from 1 to 3 was also discussed.

Key words: Brown reaction, mechanism, steroid