Concise Enantioselective Total Synthesis of Isopavine Alkaloids.
The Journal of organic chemistry(2023)
摘要
Herein, we report a concise asymmetric total synthesis of isopavine alkaloids, which feature a special azabicyclo[3.2.2]nonane tetracyclic skeleton. The key steps include iridium-catalyzed asymmetric hydrogenation of unsaturated carboxylic acids, Curtius rearrangement, and Eschweiler-Clarke methylation, which enable an enantioselective approach to isopavine alkaloids in 6-7 linear steps. Furthermore, for the first time, isopavine alkaloids, especially (-)-reframidine (), are found to display effective antiproliferative effects on various cancer cell lines.
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关键词
concise enantioselective total synthesis,alkaloids,total synthesis
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