Cascade Electrophilic Iodocyclization: Efficient Preparation of 4-Iodomethyl Substituted Tetrahydro-β-carbolines and Formal Synthesis of Oxopropaline G

Cascade Electrophilic Iodocyclization: Efficient Preparation of 4-Iodomethyl Substituted Tetrahydro-β-carbolines and Formal Synthesis of Oxopropaline G
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DOI:
10.1021/ol401303f
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发表时间:
2013-07-05
期刊:
影响因子:
5.2
通讯作者:
Wang, Qingmin
Wang, Qingmin
中科院分区:
化学1区
文献类型:
--
作者:
Song, Hongjian;Liu, Yongxian;Wang, Qingmin

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4-碘甲基取代四氢-β-卡宾是许多天然产物和生物活性分子的核心结构,通过I-2促进的级联亲电环化反应很容易制备。烯烃和炔烃的反应性差异确保了反应的顺利进行。该方法成功地应用于氧丙氨酸G的合成。
4-Iodomethyl substituted tetrahydro-beta-carbolines, the core structure of numerous natural products and bioactive molecules, are readily prepared via I-2-promoted cascade electrophilic cyclization. The reactivity differences of olefins and alkynes ensure that the reaction proceeds smoothly. This methodology was successfully applied to the formal synthesis of oxopropaline G.