高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (8): 1277.

• 研究简报 • 上一篇    下一篇

对位取代的1,2-二苯基乙烯的合成及其不对称二羟基化反应

张生勇, 孙晓莉, 李晓晔   

  1. 第四军医大学化学教研室, 西安, 710032
  • 收稿日期:1997-07-10 出版日期:1998-08-24 发布日期:1998-08-24
  • 通讯作者: 张生勇,男,58岁,教授.
  • 作者简介:张生勇,男,58岁,教授.
  • 基金资助:

    国家自然科学基金(批准号:29472081)资助课题.

Synthysis of para-Substituted 1,2-Diphenylethene and Its Asymmetric Dihydroxylation

ZHANG Sheng-Yong, SUN Xiao-Li, LI Xiao-Ye   

  1. The Teaching and Research Section of Chemistry, The 4th Military Medical University, Xi'an, 710032
  • Received:1997-07-10 Online:1998-08-24 Published:1998-08-24

摘要: 近年来,人们对催化不对称二羟基化反应进行了广泛和深入的研究.前文曾报道了邻位取代的(E)-1,2-二苯乙烯的不对称二羟基化反应.本文探讨了对位取代的(E)-1,2-二苯乙烯类化合物的合成.

关键词: 对位取代的(E)-1, 2-二苯乙烯, 不对称二羟基化反应, 手性1, 2-二醇

Abstract: The para-substituted (E)-stilbenes 2a-2e were prepared respectively by Wittig reaction and nucleophilic substitution in 59%~80% yields. The asymmetric dihydroxylation was carried out by the modified Sharpless method. The amount of OsO4was increased to 1%(mole ratio) and the amount of ligand to 5%(mole ratio). All asymmetric dihydroxylation was performed at 0 ℃, affording the corresponding chiral 1,2-diol in 77%~87% yield with 82%~93% e.e..

Key words: para-Substituted (E)-stilbene, Asymmertric dihydroxylation, Chiral1,2-diol

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