Amine‐Catalyzed Enantioselective 1,3‐Dipolar Cycloadditions of Aldehydes to C,N‐Cyclic Azomethine Imines |
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| Authors: | Wenjun Li Qianfa Jia Prof. Zhiyun Du Prof. Kun Zhang Prof. Dr. Jian Wang |
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| Affiliation: | 1. Allan H. Conney Laboratory for Anticancer Research, Guangdong University of Technology, Guang Dong 510006 (P.R. China);2. Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543 (Singapore), Fax: (+65)?6516‐1691 |
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| Abstract: | Amine‐catalyzed enantioselective 1,3‐dipolar cycloadditions of aldehydes to C,N‐cyclic azomethine imines were developed. The reactions between diversely substituted C,N‐cyclic azomethine imines and aldehydes proceeded smoothly in the presence of chiral prolinol silyl ether catalyst and gave the C‐1‐substituted tetrahydroisoquinolines in a highly stereoselective manner. These tetrahydroisoquinolines could be efficiently transformed to several other useful polycyclic frameworks. |
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| Keywords: | asymmetric synthesis cycloadditions enamines heterocycles tetrahydroisoquinoline |
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