An efficient synthesis of optically pure (S)-2-functionalized 1,2,3,4-tetrahydroquinoline |
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| Authors: | Ke Ding Jeffrey R Deschamps |
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| Institution: | a Departments of Internal Medicine and Medicinal Chemistry, University of Michigan, 1500 East Medical Center Drive, Ann Arbor, MI 48109-0934, USA
b Laboratory for the Structure of Matter, Naval Research Lab, Washington, DC 20375, USA |
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| Abstract: | Using a copper-catalyzed coupling reaction of amino acid and aryl halide, followed by intramolecular cyclization of N-aryl-1-hydroxyl-3-propylamines under the Swern’s condition as the key steps, (S)-2-hydroxymethyl-1,2,3,4-tetrahydroquinoline was synthesized as an example of optically pure 2-functionalized 1,2,3,4-tetrahydroquinolines. |
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| Keywords: | Tetrahydroquinoline Synthesis Copper Swern oxidation Optically pure |
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