天然产物研究与开发 ›› 2017, Vol. 29 ›› Issue (9): 1475-1478.doi: 10.16333/j.1001-6880.2017.9.004

• 研究论文 • 上一篇    下一篇

通过Baylis-Hillman反应构筑Malyngamide K关键中间体的研究

段姝慧1,施群1,张军2*   

  1. 1武汉大学健康学院,武汉 430072;2武汉轻工大学化学与环境工程学院,武汉 430023
  • 出版日期:2017-09-27 发布日期:2017-09-27
  • 基金资助:

    湖北省自然科学基金(2016CFB299)

Synthesis of Key Intermediate of Malyngamide K via Baylis-Hillman Reaction

DUAN Shu-hui1, SHI Qun1, ZHANG Jun-tao2*   

  1. 1School of Health Sciences, Wuhan University, Wuhan 430072, China; 2School of Chemical and Environmental Engineering, Wuhan Polytechnic University, Wuhan 430023,China
  • Online:2017-09-27 Published:2017-09-27

摘要: Malyngamide K(1)是同时具备环己烯酮和烯氯结构的malyngamides类海洋天然产物的典型代表,其胺部分碳骨架的构筑对该类海洋天然产物的通用合成路线设计具有重要借鉴意义。本文采用乙醇胺(2)和环己烯酮(5)为原料,通过合成路线优化,以关键的BaylisHillman反应实现了malyngamide K中胺部分碳骨架(10)的构筑,为malyngamide K及其代表的既含有环己烯酮又含烯氯结构malyngamides类天然产物的简便合成提供了新途径。

关键词: 有机化学, BaylisHillman反应, 合成, malyngamide K

Abstract: Malyngamide K is a typical example of malyngamides with both cyclohexenone and allyl chloride moieties.The construction of its amine carbon skeleton is very important for the design of general synthetic route of those malyngamides.In this work,the amine carbon skeleton of malyngamide K was constructed between ethanol amine (2) and cyclohexanone (5) by BaylisHillman reaction,which provides a new synthetic route for those malyngamide analogues with both cyclohexenone and allyl chloride substructures.

Key words: organic chemistry, Baylis-Hillman reaction, synthesis, malyngamide K

中图分类号: 

O62