Practical synthesis of four different pseudoenantiomeric organocatalysts with both cis- and trans-substituted 1,2-cis-cyclohexanediamine structures from a common intermediate |
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| Authors: | Hyo-Jun Lee Natarajan Arumugam Abdulrahman I Almansour Raju Suresh Kumar Keiji Maruoka |
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| Institution: | 1. Department of Chemistry, Graduate School of Science, Kyoto University, Kitashirakawa Oiwake-Cho, Kyoto, 606-8502, Japan;2. Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh, 11451, Saudi Arabia;3. School of Chemical Engineering and Light Industry, Guangdong University of Technology, No.100, West Waihuan Road, HEMC, Panyu District, Guangzhou, 510006, China |
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| Abstract: | A new and convenient approach has been deviced for the practical synthesis of structurally robust, four different pseudoenantiomeric amino Tf-amido organocatalysts with the unique cis- and trans-substituted 1,2-cis-cyclohexanediamine structures. These pseudoenantiomeric organocatalysts are easily prepared by the Diels-Alder strategy of 2-phenyl-1,3-butadiene and maleic anhydride, and their chemical behavior was investigated by their application to asymmetric aldol synthesis for the practical synthesis of both enantiomeric aldols. |
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| Keywords: | Pseudoenantiomeric catalyst Asymmetric synthesis Aldol reaction Practical synthesis Organocatalyst |
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