Enantioselective Borane Reduction of Prochiral Aryl Ketones Catalyzed by Camphyl Aminoalcohols

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

(¹Department of Chemical Technology, Huaihai Institute of Technology, Lianyungang 222005)
(² Meterials Chemistry Laboratory, Nanjing University of Science and Technol-ogy, Nanjing 210094)
(³Department 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

Abstract

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

Cite this article

CHENG Qing-Fang*¹, XU Xing-You, YAN, G Xu-Jie², YOU Tian-Pa³. Enantioselective Borane Reduction of Prochiral Aryl Ketones Catalyzed by Camphyl Aminoalcohols[J]. Chin. J. Org. Chem., 2005, 25(06): 669-672.

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手性氨基醇催化的前手性芳酮的不对称还原反应

Enantioselective Borane Reduction of Prochiral Aryl Ketones Catalyzed by Camphyl Aminoalcohols

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