Synthesis of a water-soluble cationic chiral diamine ligand bearing a diguanidinium and application in asymmetric transfer hydrogenation |
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| Authors: | Yuanfu Tang Xuefeng Li Chunxia Lian Jin Zhu Jingen Deng |
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| Institution: | 1. Key Laboratory of Drug-Targeting of Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China;2. Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China;3. College of Chemistry and Environment Protection Engineering, Southwest University for Nationalities, Chengdu 610041, China |
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| Abstract: | A novel water-soluble cationic N-monosulfonated chiral diamine ligand diguanidinium 1c was easily prepared from (R,R)-DPEN and its rhodium complex and was successfully applied in the asymmetric transfer hydrogenation of prochiral ketones and imines in water by using sodium formate and formic acid as co-hydrogen donors. Various substrates were reduced with high yields and good to excellent enantioselectivities (up to >99% ee). |
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