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(E)-烯二炔化合物的高选择性合成
引用本文:周磊,江焕峰.(E)-烯二炔化合物的高选择性合成[J].有机化学,2006,26(12):1682-1695.
作者姓名:周磊  江焕峰
作者单位:1. 中国科学院广州化学研究所,广州,510650;中国科学院研究生院,北京,100036;华南理工大学化学科学学院,广州,510640
2. 华南理工大学化学科学学院,广州,510640
基金项目:国家自然科学基金(Nos.20172053,20332030和20572027)资助项目.
摘    要:3-烯-1,5-二炔是许多烯二炔类抗癌抗生素和发光材料的重要片断. 发展了一种高选择性合成E-烯二炔化合物的两步法: (1) CuBr2为卤化剂, 温和高效合成双卤代烯烃; (2)通过双卤代烯烃和末端炔烃的Sonogashira偶联反应构建烯二炔化合物.

关 键 词:烯二炔  Sonogashira反应  双卤代烯烃  CuBr2
收稿时间:12 8 2005 12:00AM
修稿时间:06 13 2006 12:00AM

A Stereocontrolled Route to Conjugated E-Enediynes
ZHOU Lei,JIANG Huan-Feng.A Stereocontrolled Route to Conjugated E-Enediynes[J].Chinese Journal of Organic Chemistry,2006,26(12):1682-1695.
Authors:ZHOU Lei  JIANG Huan-Feng
Institution:a Guangzhou Institute of Chemistry, Chinese Academy of Sciences, Guangzhou 510650; b Graduate School of the Chinese Academy of Sciences, Beijing 100036;c College of Chemistry, South China University of Technology, Guangzhou 510640
Abstract:3-Ene-1,5-diyne was a key building block found in many enediyne antitumor agents and de- signed materials. A stereocontrolled route to synthesize E-enediynes was developed, which included the fol- lowing two steps: (1) a mild and economical method to synthesize dihalo vinyl derivatives via the addition of CuBr2 to alkyne, and (2) the Sonogashira coupling reaction of dihalo vinyl and terminal alkynes to conju- gated enediynes.
Keywords:enediyne  Sonogashira reaction  dihalo vinyl alkene  CuBr_2
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