高等学校化学学报 ›› 2003, Vol. 24 ›› Issue (10): 1811.

• 论文 • 上一篇    下一篇

8-O-4′新木脂素化合物的不对称合成

陈小川, 任新锋, 彭坤, 武同兴, 潘鑫复   

  1. 兰州大学化学化工学院, 应用有机化学国家重点实验室, 兰州 730000
  • 收稿日期:2002-09-02 出版日期:2003-10-24 发布日期:2003-10-24
  • 通讯作者: 潘鑫复(1937年出生),男,教授,博士生导师,主要从事天然产物的合成研究.E-mail:panxf@lzu.edu.cn E-mail:panxf@lzu.edu.cn
  • 基金资助:

    国家自然科学基金(批准号:29972015)资助

Studies on Asymmetric Synthesis of 8-O-4′-Neolignan Compounds

CHEN Xiao-Chuan, REN Xin Feng, PENG Kun, WU Tong-Xing, PAN Xin-Fu   

  1. State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China
  • Received:2002-09-02 Online:2003-10-24 Published:2003-10-24

摘要: 报道了一种手性合成8-O-4′新木脂素的新方法,其中的关键步骤是以Sharpless不对称双羟化反应来构筑手性中心并以Mitsunobu反应立体选择性地构建8-O-4′新木脂素的骨架,最终以8步反应得到了天然降碳8-O-4′新木脂素的苏赤混合物,苏赤比为2∶1.

关键词: 8-O-4&prime, 新木脂素, 木脂素, 不对称合成

Abstract: Anew method for asymmetric synthesis of 8-O-4′-neolignans has been reported.There are two key steps in this synthesis route.The two chiral centers in 8-O-4′-neolignans are introduced by Sharpless asymmetric dihydroxylation reaction, and the two main sections are coupled to form the frame of 8-O-4′-neolignans by Mitsunobu reaction.Two diastereoisomers of a natural 8-O-4′-neolignan are obtained from protected ferulic alcohol in eight steps by the route, among which threo isomer is the major product.

Key words: 8-O-4′-neolignans, Lignans, Asymmetric synthesis

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