高等学校化学学报

高等学校化学学报 ›› 2004, Vol. 25 ›› Issue (1): 82.

• 研究论文 • 上一篇    下一篇

一个8-O-4′新木脂素化合物的对映选择性合成

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, 应用有机国家重点实验室, 兰州 730000
  • 收稿日期:2002-11-04 出版日期:2004-01-24 发布日期:2004-01-24
  • 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

Enantioselective Synthesis of a Natural 8-O-4′ Neolignan Compound

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 Industry, Lanzhou University, Lanzhou 730000, China
  • Received:2002-11-04 Online:2004-01-24 Published:2004-01-24

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摘要： 报道了一条立体选择性合成赤式8-O-4′新木脂素的新路线.以Sharpless双羟化反应构筑2个手性中心,经过几步转化,得到关键中间体6,通过Mitsunobu反应进行偶联,可以得到单一赤式的8-O-4′新木脂素化合物.通过此路线,立体选择性地合成了一个天然8-O-4′新木脂素的赤式异构体.

关键词: 8-O-4&prime, 新木脂素, 木脂素, 对映选择性, 合成

Abstract: An enantioselective synthesis approach to erythro 8-O-4′ neolignans was reported. In this route a chiral six-membered cyclic acetal was a key intermediate that was obtained from Sharpless AD reaction followed by change of acetals. Then the stereoselective coupling between the intermediate and phenols by Mitsunobu reaction formed the frame of 8-O-4′ lignans. A natural 8-O-4′ norneolignan was enantioselectively synthesized as a single isomer for the first time by the route.

Key words: 8-O-4&prime, Neolignans, Lignans, Enantioselectivity, Synthesis

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