彭天凤, 沈先福, 奚永开, 周永云, 李淑敏, 陈立翔, 杨博, 王云肖, 雷兴富, 赵静峰. 六氢吡咯吲哚生物碱Esermethole的全合成[J]. 云南大学学报(自然科学版), 2021, 43(3): 562-569. doi: 10.7540/j.ynu.20200540
引用本文: 彭天凤, 沈先福, 奚永开, 周永云, 李淑敏, 陈立翔, 杨博, 王云肖, 雷兴富, 赵静峰. 六氢吡咯吲哚生物碱Esermethole的全合成[J]. 云南大学学报(自然科学版), 2021, 43(3): 562-569. doi: 10.7540/j.ynu.20200540
PENG Tian-feng, SHEN Xian-fu, XI Yong-kai, ZHOU Yong-yun, LI Shu-min, CHEN Li-xiang, YANG Bo, WANG Yun-xiao, LEI Xing-fu, ZHAO Jing-feng. Total synthesis of HPI alkaloids Esermethole[J]. Journal of Yunnan University: Natural Sciences Edition, 2021, 43(3): 562-569. DOI: 10.7540/j.ynu.20200540
Citation: PENG Tian-feng, SHEN Xian-fu, XI Yong-kai, ZHOU Yong-yun, LI Shu-min, CHEN Li-xiang, YANG Bo, WANG Yun-xiao, LEI Xing-fu, ZHAO Jing-feng. Total synthesis of HPI alkaloids Esermethole[J]. Journal of Yunnan University: Natural Sciences Edition, 2021, 43(3): 562-569. DOI: 10.7540/j.ynu.20200540

六氢吡咯吲哚生物碱Esermethole的全合成

Total synthesis of HPI alkaloids Esermethole

  • 摘要: 报道了一条基于铜催化邻溴苯胺类化合物芳基化串联烷基化关键策略,以较好产率和中等的非对映选择性,完成了天然产物Esermethole中C3a全碳季碳手性中心的构建,进而通过后续的一些化学转化,实现了六氢吡咯吲哚生物碱天然产物Esermethole的高效合成. 该合成路线中大多数反应步骤能以克级或十几克级规模顺利进行,可以大量制备天然产物Esermethole及其类似物.

     

    Abstract: The hexahydropyrrolo2,3-bindole, usually referred to as the pyrroloindoline, is a intriguing stuctural heterocyclic framework in the indole akaloids family. Owing to the presence of C3a all-carbon quaternary stereocenters unique architecture in the HPI akaloids, stereocontrolled synthesis of the congested all-carbon quaternary stereocenters in these alkaloids pose a great synthetic challenge. In this paper, we report an efficent total synthesis of HPI alkaloids Esermethole via copper-catalyzed cascade reaction.

     

/

返回文章
返回