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Resolution of C2-symmetric 9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic acid and 2,3-diphenylsuccinic acid using (S)-proline
Affiliation:1. Institute of Applied Synthetic Chemistry, TU Wien, Getreidemarkt 9/163, 1060 Vienna, Austria;2. Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford St, Cambridge, MA 02138, USA;3. Medicines Research Centre, GlaxoSmithKline, Gunnel''s Wood Road, Stevenage, Herts SG1 2NY, United Kingdom;1. College of Chemistry and Material Science, Guangxi Teachers Education University, Nanning 530001, China;2. Guangxi Colleges and University Key Laboratory of Beibu Gulf Oil and Natural Gas Resource Effective Utilization, Qizhou University, China;1. School of Resources and Environmental Science, Henan Institute of Science and Technology, Xinxiang 453003, People’s Republic of China;2. School of Chemistry and Chemical Engineering, Henan Institute of Science and Technology, Xinxiang 453003, People’s Republic of China
Abstract:Racemic 9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic acid is resolved to obtain the corresponding (S,S)-isomer in 96±2% ee and the (R,R)-isomer in 97±2% ee through complexation with (S)-proline in methanol. The racemic 2,3-diphenylsuccinic acid has been resolved to obtain the (S,S)-isomer in 93% ee using (S)-proline in methanol.
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