分子内力
化学
迈克尔反应
酮
发散合成
立体化学
组合化学
有机化学
催化作用
作者
Cheng Wang,Yubing Pang,Yanqin Wu,Nanping Zhang,Rui Yang,Ying Liu,Pengquan Chen,Huanfeng Jiang,Xuetao Xu,Toh‐Seok Kam,Ting Fan,Zhiqiang Ma
标识
DOI:10.1002/anie.202110149
摘要
A divergent synthesis of skeletally distinct arboridinine and arborisidine was achieved. The central divergent strategy was inspired by the divergent biosynthetic cyclization mode of arboridinine and arborisidine and their hidden topological connection. The branch point was reached through a Michael and Mannich cascade process. A site-selective intramolecular Mannich reaction was developed to construct the tetracyclic core of arboridinine, while a site-selective intramolecular α-amination of ketone was used to access the tetracyclic core of arborisidine. A strategic Peterson olefination through intramolecular nucleophile delivery was able to set up the exocyclic olefin of arboridinine.
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