Collective Total Synthesis of Aspidofractinine Alkaloids through the Development of a Bischler–Napieralski/Semipinacol Rearrangement Reaction
Autor: | Xiao-Ming Zhang, Tian Ke, Fu-Min Zhang, Qing-Bo Zhuang, Yong-Qiang Tu, Xiang Guo, Rui-Qi Si, Shuang-Hu Wang |
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Rok vydání: | 2020 |
Předmět: | |
Zdroj: | Angewandte Chemie International Edition. 59:21954-21958 |
ISSN: | 1521-3773 1433-7851 |
Popis: | A tandem Bischler-Napieralski/semipinacol rearrangement reaction has been developed for the purpose of assembling a bis(spirocyclic) indole framework, a privileged structural unit of aspidofractinine-type monoterpenoid indole alkaloids, and was used in combination with a subsequent Mannich reaction to expeditiously construct the central bridged bicyclo[2.2.1]heptane ring system of these molecules with contiguous quaternary centers. The development of this novel strategy culminated in the collective total synthesis of four aspidofractinine alkaloids. |
Databáze: | OpenAIRE |
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