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Enantioselective Total Synthesis of (−)-Arcutinine

类别    total synthesis

J. Am. Chem. Soc. 2019, 141, 9712-9718  full text link

文献汇报人:李慧

汇报日期: 2019713

图文摘要:

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  • 推荐原因:秦勇教授课题组实现了二萜生物碱arcutinine的首次全合成。关键的合成步骤包括:1)催化不对称共轭加成/Aldol串联反应构建C4位季碳手性中心;2)钯催化的脱羧烯丙基化反应形成C5位的季碳中心;3)氮杂Wacker氧化环化反应合成含氮五元环;4)氧化去芳构化/分子内Diels-Alder反应合成C/D双环。该合成工作为相关生物碱及其衍生物的活性研究提供了可能。

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