高等学校化学学报

高等学校化学学报 ›› 2001, Vol. 22 ›› Issue (8): 1326.

• 研究论文 • 上一篇    下一篇

手性噁唑啉-Ti((Ⅳ)配合物催化硫醚的不对称氧化反应研究

彭云贵2, 冯小明1,2, 崔欣2, 蒋耀忠2   

  1. 1. 四川大学化学学院, 成都 610064;
    2. 中国科学院成都有机化学研究所不对称合成联合开放实验室, 成都 610041
  • 收稿日期:2000-09-30 出版日期:2001-08-24 发布日期:2001-08-24
  • 通讯作者: 冯小明(1964年出生),男,博士,教授,博士生导师,从事不对称合成反应和具有生理活性化合物的合成研究.
  • 基金资助:

    国家自然科学基金(批准号:29832020)

The Asymmetric Oxidation of Sulfides Catalyzed by Chiral Oxazoline-Ti(Ⅳ) Complexes

PENG Yun-Gui2, FENG Xiao-Ming1,2, CUI Xin2, JIANG Yao-Zhong2   

  1. 1. The Faculty of Chemistry, Sichuan University, Chengdu 610064, China;
    2. Union Laboratory of Asymmetric Synthesis, Chengdu Instituteof Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China
  • Received:2000-09-30 Online:2001-08-24 Published:2001-08-24

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被引次数

36

摘要： 设计合成了系列:唑啉-Ti(OiPr)4配合物催化剂,首次成功地用这类催化剂催化一系列硫醚的不对称氧化,获得了e.e.值为70%～96%的亚砜;考察了溶剂、催化剂用量、抗衡离子等因素对反应的影响.

关键词: 唑啉-Ti(OiPr)4配合物, 催化, 硫醚, 不对称氧化

Abstract: Aseries of new chiral oxazoline-Ti(OiPr)4 complexes were synthesized, which were firstly and successfully applied to the catalytic asymmetric oxidation of sulfides and resulteDIn chiral sulfoxides. The reactivity and enantioselectivity were strongly influenced by the structure of the oxazolines. When (4S,5S )-4,5-dihydro-4,5-diphenyl-2-(2'-hydroxy-3'-tert-butylphenyl) oxazoline was used as the ligand, 2.0 mol of TBHPwas useDIn the oxidation of methyl phenyl sulfide, the sulfoxide was obtaineDIn96% e.e. . The influence of solvent, amount of catalyst, counterion and other conditions on the reaction was also investigated.

Key words: Oxazoline Ti(O-i-Pr)4 complex, Catalysis, Sulfide, Asymmetric oxidation

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