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Synthesis of chiral isoindolinones via asymmetric propargylation/lactamization cascade |
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| Authors: | Jiao-Long Meng Tang-Qian Jiao Ya-Heng Chen Rui Fu Shu-Sheng Zhang Qian Zhao Chen-Guo Feng Guo-Qiang Lin |
| Affiliation: | 1. Jiangsu Key Laboratory of Chiral Drug Development, Jiangsu Aosaikang Pharmaceutical Co., Ltd., Nanjing, Jiangsu 211112, PR China;2. Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, PR China |
| Abstract: | A Zn-mediated propargylation/lactamization cascade reaction with chiral 2-formylbenzoate derived N-tert-butanesulfinyl imines was realized, which provided a practical and efficient method for the synthesis of chiral isoindolinones. High diastereoselectivities (up to 97:3 dr) and good reaction yields were observed for most examined cases. |
| Keywords: | Propargylation Isoindolinone Asymmetric synthesis Cascade reaction |
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