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A Concise Total Synthesis of (±)-Mesembrine
Synlett ( IF 1.7 ) Pub Date : 2018-02-16 , DOI: 10.1055/s-0036-1591547
Hyoungsu Kim 1 , Hosam Choi 2 , Kiyoun Lee 2
Affiliation  

A concise total synthesis of (±)-mesembrine has been successfully accomplished in seven steps and 24% overall yield from commercially available 3-ethoxy-2-cyclohexen-1-one. Central to the assembly of the skeleton of mesembrine are a Johnson–Claisen rearrangement for the formation of the benzylic quaternary stereocenter and direct allylic oxidation to generate the substrate for the amidation/transannular aza-conjugate addition reaction.

中文翻译:

(±)-Mesembrine的简明全合成

(±)-mesembrine 的简明全合成已成功通过七步完成,从市售的 3-ethoxy-2-cyclohexen-1-one 中总产率为 24%。mesembrine 骨架组装的核心是 Johnson-Claisen 重排,用于形成苄基四元立体中心和直接烯丙基氧化以生成酰胺化/跨环氮杂共轭加成反应的底物。
更新日期:2018-02-16
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