高等学校化学学报 ›› 2002, Vol. 23 ›› Issue (1): 68.

• 研究论文 • 上一篇    下一篇

铑(I)催化的不对称硅氢化反应合成手性2-氨基-1-芳基乙醇研究

姚金水1,2, 吴佑实2   

  1. 1. 山东轻工业学院材料科学与工程系, 济南 250100;
    2. 山东大学, 南校区, 材料科学与工程学院, 济南 250061
  • 收稿日期:2000-09-11 出版日期:2002-01-24 发布日期:2002-01-24
  • 通讯作者: 姚金水(1968年出生),男,博士,教授,主要从事高分子材料和有机合成研究.E-mail:yaojsh@sohu.com E-mail:yaojsh@sohu.com
  • 基金资助:

    山东省自然科学青年基金(批准号:Q98B03119)资助

Synthesis of α-Amino Alcohols via Rh(I)-catalytic Asymmetric Hydrosilylation of Amino Ketones

YAO Jin-Shui1,2, WU You-Shi2   

  1. 1. Department of Material Science & Engine.e.ring, Shandong Institute of Light Industry, Jinan 250100, China;
    2. College of Material Science & Engine.e.ring, Shandong University(South Part), Jinan 250061, China
  • Received:2000-09-11 Online:2002-01-24 Published:2002-01-24

摘要: 报道了以Rh()-手性2-(2-吡啶基)-4-羧甲基-1,3-噻唑烷为催化剂,2-氨基芳香酮的不对称硅氢化反应,在常温常压下手性2-氨基-1-芳基乙醇的产率几乎可达定量,产品光学纯度可达80%e.e以上.

关键词: 不对称硅氢化反应, 手性2-氨基-1-芳基乙醇, 催化

Abstract: The asymmetric hydrosilylation of 2-amino aryl ketones catalyzed by [Rh(COD)Cl]2/2-(2-pyridyl)-4-carbomethoxy-1,3-thiazolidine(A) systems was first reported. The chiral 2-amino-1-aryl ethanols were obtained in nearly quantatative yield and high enantioselectivity. The reaction of fourteen 2-amino arylketones with different groups were investigated. It was found that the %e.e.% values were all higher than 92% when there are group(s), such as OH, OM e or Me on the phenyl group,while the optical purities were less than 85% e.e. when there are group(s) such as Cl, NO2 on the phenyl group. In comparision with the reaction of ketones having no founctional group, the optical yield of 2-amino ketones were higher.

Key words: Asymmetric hydrosilylation, Chiral 2-amino-1-aryl ethanol, Calalysis

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