Highly efficient primary amine organocatalysts for the direct asymmetric aldol reaction in brine |
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| Authors: | Xiao Ma Chao-Shan Da Lei Yi Ya-Ning Jia Qi-Peng Guo Li-Ping Che Feng-Chun Wu Jun-Rui Wang Wei-Ping Li |
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| Institution: | 1. Institute of Biochemistry & Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou 730000, China;2. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China;3. Department of Biology, Shantou University, Shantou 515063, China |
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| Abstract: | Organocatalytic systems made up of six primary amine organocatalysts, derived from natural primary amino acids, in combination with 2,4-dinitrophenol (DNP) have proven to be efficient in the presence of brine without further addition of organic solvents. The system formed by 1f and DNP was the most efficient one; it can catalyze the direct aldol reaction with a broad range of ketones and aromatic aldehydes, giving the corresponding aldol products in high yields with up to nearly perfect diastereo- and enantioselectivities (up to 99/1 syn/anti, >99% ee). |
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