Catalytic Asymmetric Alkynylation of 3,4-Dihydro-β-carbolinium Ions Enables Collective Total Syntheses of Indole Alkaloids,Angewandte Chemie International Edition

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Catalytic Asymmetric Alkynylation of 3,4-Dihydro-β-carbolinium Ions Enables Collective Total Syntheses of Indole Alkaloids
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2021-09-28 , DOI: 10.1002/anie.202112383
Lixin Liang ₁ , Shiqiang Zhou ₁ , Wei Zhang ₁ , Rongbiao Tong _{1,

2}

Affiliation

Catalytic asymmetric alkynylation of 3,4-dihydro-β-carbolinium ions was developed for the versatile synthesis of enantiomerically enriched C1-alkynyl tetrahydro-β-carbolines, the utility of which was demonstrated by concise collective total syntheses of the seven indole alkaloids harmicine, geissoschizol, geissoschizine, akuammicine, desethyleburnamonine, eburnamonine, and larutensine within 10 steps (see scheme).

中文翻译：

3,4-二氢-β-咔啉离子的催化不对称炔化使吲哚生物碱的集体全合成成为可能

开发了 3,4-二氢-β-咔啉离子的催化不对称炔化作用，用于合成富含对映异构体的 C1-炔基四氢-β-咔啉，其效用已通过七种吲哚生物碱甘草碱的简明集体全合成证明， geissoschizol、geissoschizine、akuammicine、desethyleburnamonine、eburnamonine 和 larutensine 在 10 个步骤内（见方案）。

更新日期：2021-11-08

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