Synthesis of Chiral Aminocyclopropanes by Rare‐Earth‐Metal‐Catalyzed Cyclopropene Hydroamination |
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Authors: | Dr Huai‐Long Teng Dr Yong Luo Dr Baoli Wang Dr Liang Zhang Dr Masayoshi Nishiura Prof Dr Zhaomin Hou |
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Institution: | 1. Advanced Catalysis Research Group, RIKEN Center for Sustainable Resource Science, Saitama, Japan;2. Organometallic Chemistry Laboratory, RIKEN, Saitama, Japan |
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Abstract: | The search for efficient and selective routes for the synthesis of chiral aminocyclopropane derivatives is of great interest and importance as these structures are important components of biologically active natural products and pharmaceuticals. We herein report the enantioselective intermolecular hydroamination of substituted cyclopropenes with various amines catalyzed by chiral half‐sandwich rare‐earth‐metal complexes. This method constitutes a 100 % atom‐efficient route for the synthesis of a variety of chiral α‐aminocyclopropane derivatives in high yields (up to 96 %) and excellent stereoselectivity (up to >20:1 d.r. and 99 % ee) under mild reaction conditions (25 °C). |
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Keywords: | aminocyclopropanes asymmetric catalysis cyclopropenes hydroamination lanthanide complexes |
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