Ir‐SpinPHOX Catalyzed Enantioselective Hydrogenation of 3‐Ylidenephthalides |
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| Authors: | Yao Ge Dr Zhaobin Han Dr Zheng Wang Chen‐Guo Feng Qian Zhao Guo‐Qiang Lin Prof Dr Kuiling Ding |
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| Institution: | 1. State Key Laboratory of Organometallic Chemistry, CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China;2. University of Chinese Academy of Sciences, Beijing, China;3. Jiangsu Key Laboratory of Chiral Drug Development, Jiangsu Aosaikang Parmaceutical CO., LTD., Nanjing, China;4. Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, China |
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| Abstract: | The first asymmetric hydrogenation of 3‐ylidenephthalides has been developed using the IrI complex of a spiro4,4]‐1,6‐nonadiene‐based phosphine‐oxazoline ligand (SpinPHOX) as the catalyst, affording a wide variety of chiral 3‐substituted phthalides in excellent enantiomeric excesses (up to 98 % ee). The utility of the protocol has been demonstrated in the asymmetric synthesis of chiral drugs NBP and BZP precursor, as well as the natural products chuangxinol and typhaphthalide. |
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| Keywords: | asymmetric catalysis hydrogenation iridium P N ligands phthalides |
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