Study of the Recycling Use of the Dendritic Catalyst in Asymmetric Transfer Hydrogenation

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Chin. J. Org. Chem. ›› 2005, Vol. 25 ›› Issue (05): 598-600. Previous Articles Next Articles

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树状催化剂在不对称氢转移反应中的回收循环使用研究

刘培念¹，陈应春²，邓金根²，涂永强*^,1

(¹兰州大学化学化工学院功能有机分子化学国家重点实验室兰州 730000)
(²中国科学院成都有机化学研究所不对称合成与手性技术四川省重点实验室成都 610041)

收稿日期:2004-09-06 修回日期:2004-12-09 发布日期:2004-04-30
通讯作者: 涂永强

Study of the Recycling Use of the Dendritic Catalyst in Asymmetric Transfer Hydrogenation

LIU Pei-Nian¹,CHEN Ying-Chun²,DENG Jin-Gen²,TU Yong-Qiang*^,1

(¹ State Key Laboratory of Applied Organic Chemistry and Department of Chemistry, Lanzhou Uni-versity, Lanzhou 730000)
(² Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province, Chengdu Institute of Organic
Chemistry, Chinese Academy of Sci-ences, Chengdu 610041)

Received:2004-09-06 Revised:2004-12-09 Published:2004-04-30

Contact: TU Yong-Qiang

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Abstract

The chiral third generation dendritic catalyst based on (1S,2R)-norephedrine could be readily recovered and reused in asymmetric transfer hydrogenation for acetophenone, and could be used three runs with the almost maintained enantioselectivities.

Key words: norephedrine, asymmetric transfer hydrogenation, recycling use, dendritic catalyst

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LIU Pei-Nian,CHEN Ying-Chun²,DENG Jin-Gen²,TU Yong-Qiang*^,1. Study of the Recycling Use of the Dendritic Catalyst in Asymmetric Transfer Hydrogenation[J]. Chin. J. Org. Chem., 2005, 25(05): 598-600.

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[1] Zhangtao Zhou, Yang Wang, Bingxin Cheng, Weiping Ye. [RuCl(p-cymene)-(S)-BINAP]Cl Catalyzed Asymmetric Preparation of trans-3-Amino-bicyclo[2.2.2]octane-2-carboxylic Acid Ethyl Ester [J]. Chinese Journal of Organic Chemistry, 2023, 43(8): 2961-2967.

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[1]	Zhangtao Zhou, Yang Wang, Bingxin Cheng, Weiping Ye. [RuCl(p-cymene)-(S)-BINAP]Cl Catalyzed Asymmetric Preparation of trans-3-Amino-bicyclo[2.2.2]octane-2-carboxylic Acid Ethyl Ester [J]. Chinese Journal of Organic Chemistry, 2023, 43(8): 2961-2967.
[2]	Yangyang Chu, Zhaobin Han, Kuiling Ding. Progresses in the Application of Kinetic Resolution in Transition Metal Catalyzed Asymmetric (Transfer) Hydrogenation [J]. Chinese Journal of Organic Chemistry, 2023, 43(6): 1934-1951.
[3]	Ting Wang, Jingchao Chen, Lun Wang, Zheting Wang, Baomin Fan. Asymmetric Transfer Hydrogenation of α-Aryl Amidates Using Methanol as Hydrogen Source [J]. Chinese Journal of Organic Chemistry, 2022, 42(11): 3693-3703.
[4]	Yuxuan Zhang, Limin Xu, Yan Lu, Zhaoguo Zhang. Progress in Asymmetric Catalytic Reduction of Diketones [J]. Chinese Journal of Organic Chemistry, 2022, 42(10): 3221-3239.
[5]	Zhang Qiying, Zhang Yiming, Hao Erjun, Bai Juan, Qu Guirong, Guo Haiming. Asymmetric Transfer Hydrogenation via Dynamic Kinetic Resolution for the Construction of Carbocyclic N³-Purine Nucleosides [J]. Chinese Journal of Organic Chemistry, 2020, 40(2): 376-383.
[6]	Zhou Qiwen, Feng Xiangqing, Yang Jing, Du Haifeng. Asymmetric Transfer Hydrogenations of β-Enamine Cyanide with Chiral Ammonia Borane [J]. Chin. J. Org. Chem., 2019, 39(8): 2188-2195.
[7]	Wu Fang, Zhang Wenjing, An Dongli, Li Yanyun, Gao Jingxing. Asymmetric Transfer Hydrogenation of Ketones Catalyzed by Chiral Multidentate Aminophosphine Ligands/Iron Cluster [J]. Chin. J. Org. Chem., 2017, 37(5): 1295-1299.
[8]	Liu Bing, Zhou Hongyong, Li Yunqing, Wang Jiaxi. Asymmetric Transfer Hydrogenation of Acetophenone Promoted by Chitosan Ester Ruthenium Complex [J]. Chin. J. Org. Chem., 2014, 34(12): 2554-2558.
[9]	Li Xiaona, Zhang Pengliang, Duan Kai, Wang Jiaxi . Recent Advance of Amino-acids and Their Derivatives as Chiral Ligands in Asymmetric Transfer Hydrogenation of Ketones [J]. Chin. J. Org. Chem., 2012, 32(01): 19-29.
[10]	YING, An-Guo ^a,b ; YE, Wei-Dong ^b; LIU, Luo ^a,b ; WU, Guo-Feng ^a,b; CHEN, Xin-Zhi^*,a ; QIAN, Sheng ^b; ZHANG, Qiu-Ping^b . Progress in the Application of Ionic Liquids to Organic Synthesis [J]. Chin. J. Org. Chem., 2008, 28(12): 2081-2094.
[11]	XIAOYuan-Jing,YANG Shou-Ning,SHI Wei,YANG Li-Ping*. Synthesis of (R)-Salbutamol via Asymmetric Trans-ferHydrogenation of α-Iminoketone [J]. Chin. J. Org. Chem., 2006, 26(08): 1103-1105.