Chem. J. Chinese Universities ›› 2002, Vol. 23 ›› Issue (1): 68.

• Articles • Previous Articles     Next Articles

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

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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