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Progress in Chemistry 2010, Vol. 22 Issue (07): 1242-1253 Previous Articles   Next Articles

• Invited Article •

Asymmetric Transfer Hydrogenation in Water

Tang Yuanfu1,2    Deng Jingen1**   

  1. ( 1. National Engineering Research Center of Chiral Drugs and Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China; 2. Graduate University of Chinese Academy of Sciences, Beijing 100049, China )
  • Received: Online: Published:
  • Contact: Deng Jingen E-mail:jgdeng@cioc.ac.cn
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Asymmetric transfer hydrogenation (ATH) has emerged as one of the most practical and powerful pathways to obtain chiral alcohols and amines, which are important fine chemicals. Among the various catalysts for asymmetric transfer hydrogenation, the most efficient one is TsDPEN-Ru [TsDPEN=N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine] complex developed by Noyori and coworkers. Recently, with the increasing demanding for green chemistry, water was widely used as green solvent in asymmetric transfer hydrogenation, affording fast reaction rate, high enantioselectivity and good chemoselectivity. This review attempts to present an accounts of the progress made on asymmetric transfer hydrogenation of ketones, imines and activated olefins in water catalyzed by the complexes of unmodified and modified chiral diamines and transition metals, ruthenium[(cymene)RuCl2]2, rhodium[(Cp*)RhCl2]2 and iridium[(Cp*)IrCl2]2.

Contents 
1 Introduction 
2 ATH in water with water-soluble chiral diamines ligands 
3 ATH in water with water-insoluble chiral diamines ligands 
4 ATH in water with supported chiral diamines ligands 
5 ATH in water with biomacromolecular hybridized chiral diamine ligands 
6 pH effect and mechanism of ATH of ketones in water 
7 Conclusions and outlook

Key words: chiral diamine, transition metal, aqueous media, asymmetric transfer hydrogenation

CLC Number: 

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Abstract

Asymmetric Transfer Hydrogenation in Water