An efficient synthesis of optically pure (S)-2-functionalized 1,2,3,4-tetrahydroquinoline

被引:9
作者
Ding, K
Flippen-Anderson, J
Deschamps, JR
Wang, SM
机构
[1] Univ Michigan, Dept Internal Med, Ann Arbor, MI 48109 USA
[2] Univ Michigan, Dept Med Chem, Ann Arbor, MI 48109 USA
[3] USN, Res Lab, Struct Matter Lab, Washington, DC 20375 USA
关键词
tetrahydroquinoline; synthesis; copper; swern oxidation; optically pure;
D O I
10.1016/j.tetlet.2003.11.086
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1027 / 1029
页数:3
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