高等学校化学学报

高等学校化学学报

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由D-(-)-核糖合成Aigialomycin D C2'—C7'片段的简捷方法

张洪奎, 陈伟强   

  1. 厦门大学化学系, 厦门 361005
  • 收稿日期:2006-05-14 修回日期:1900-01-01 出版日期:2007-04-10 发布日期:2007-04-10
  • 通讯作者: 张洪奎

A Concise Synthesis of C2'—C7' Fragment of Aigialomycin D

ZHANG Hong-Kui*, CHEN Wei-Qiang   

  1. Department of Chemistry, Xiamen University, Xiamen 361005, China
  • Received:2006-05-14 Revised:1900-01-01 Online:2007-04-10 Published:2007-04-10
  • Contact: ZHANG Hong-Kui

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摘要： 报道以D-(-)-核糖为起始原料合成Aigialomycin D的关键手性中间体C的一种简便方法. 化合物C是未见报道的新手性化合物.

关键词: Aigialomycin D, D-(-)-核糖, 合成

Abstract: Aigialomycin D(1) possesses a potent antitumor activity and anti-malarial activity. In this paper a concise route for the synthesis of the key C2'—C7' fragment of aigialomycin D by using D-(-)-ribose was described. The fragment was synthesized in six steps in 37.2% overall yield, including protection of the vicinal diol, Wittig reaction of the lactol, hydrogenation, oxidative cleavage of the diol, terminal olefination and selective reduction of the ester. This work lays a good foundation for the total synthesis of aigialomycin D.

Key words: Aigialomycin D, D-(-)-Ribose, Synthesis

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