有机化学 ›› 2007, Vol. 27 ›› Issue (12): 1537-1541. 上一篇    下一篇

研究论文

()-7(R)-羟罗汉脂素的全合成研究

焦晓臻,姜英俊,谢平*,梁晓天   

  1. (中国医学科学院中国协和医科大学药物研究所 北京 100050)
  • 收稿日期:2006-07-14 修回日期:2007-06-01 发布日期:2007-12-04
  • 通讯作者: 谢平

Total Synthesis of ()-7(R)-Hydroxymatairesinol

JIAO Xiao-Zhen, JIANG Ying-Jun, XIE Ping*, LIANG Xiao-Tian   

  1. (Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050)
  • Received:2006-07-14 Revised:2007-06-01 Published:2007-12-04
  • Contact: XIE Ping

以4-戊烯酸及(R)-4-苯基-2-噁唑烷酮为起始原料, 以氯化镁在三乙胺和三甲基氯化硅存在下催化的(R)-4-苯基-3-戊烯酰基-2-噁唑烷酮的埃文斯(Evans)反式羟醛缩合反应为关键步骤, 经9步反应合成了(-)-7(R)-羟罗汉脂素, 其光谱数据与文献报道的天然产物一致.

关键词: (-)-7(R)-羟罗汉脂素, 羟醛缩合, 催化, 全合成

The (-)-7(R)-hydroxymatairesinol has been synthesized utilizing 4-pentenoic acid and (R)-4- phenyl-2-oxazolidinone as starting materials via the asymmetric aldol reaction of chiral N-acyl-2-oxazolidinone catalyzed by magnesium chloride in the presence of Et3N and chlorotrimethylsilane as the key step in nine steps.

Key words: aldol reaction, catalyst, total synthesis, (-)-7(R)-hydroxymatairesinol