Chin. J. Org. Chem. ›› 2005, Vol. 25 ›› Issue (06): 669-672. Previous Articles     Next Articles

Original Articles

手性氨基醇催化的前手性芳酮的不对称还原反应

程青芳*,1,许兴友1,杨绪杰2,尤田耙3   

  1. (1淮海工学院化工系 连云港 222005)
    (2南京理工大学材料化学实验室 南京 210094)
    (3中国科学技术大学化学系 合肥 230026 )
  • 收稿日期:2004-09-23 修回日期:2004-12-14 发布日期:2005-05-30
  • 通讯作者: 程青芳

Enantioselective Borane Reduction of Prochiral Aryl Ketones Catalyzed by Camphyl Aminoalcohols

CHENG Qing-Fang*1, XU Xing-You1, YAN, G Xu-Jie2, YOU Tian-Pa3   

  1. (1 Department of Chemical Technology, Huaihai Institute of Technology, Lianyungang 222005)
    (2 Meterials Chemistry Laboratory, Nanjing University of Science and Technol-ogy, Nanjing 210094)
    (3 Department of Chemistry, University of Science and Tech-nology of China, Hefei 230026 )
  • Received:2004-09-23 Revised:2004-12-14 Published:2005-05-30
  • Contact: CHENG Qing-Fang

Two camphyl aminoalcohols were synthesized from the ramification of natural D-camphor. The formed chiral oxazaborolidines in situ have been used in the enantioselective borane reduction of prochiral ketones affording the alcohol products with enantiomeric excesses (ee) up to 96%. The effects of reaction temperature, time and solvent on the yield and the enantioselectivity of asymmetric reduction of acetophenone were investigated.

Key words: asymmetric reduction, chiral oxazaborolidine, aryl ketone, camphyl aminoalcohol