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A practical synthesis of (S)-2-cyclohexyl-2-phenylglycolic acid via organocatalytic asymmetric construction of a tetrasubstituted carbon center
Authors:Tokuda Osamu  Kano Taichi  Gao Wei-Guo  Ikemoto Tetsuya  Maruoka Keiji
Institution:Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Japan.
Abstract:reaction: see text] A concise and enantioselective synthesis of (S)-2-cyclohexyl-2-phenylglycolic acid as a key intermediate for (S)-oxybutynin is reported. The crucial asymmetric tetrasubstituted carbon center was constructed with excellent stereoselectivity through the proline-catalyzed direct asymmetric aldol reaction between cyclohexanone and ethyl phenylglyoxylate under mild conditions.
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