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Concise total synthesis of (±)-pileamartines A and B
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2022-11-08 , DOI: 10.1039/d2qo01400a
Wei Xu 1, 2 , Taimin Wang 1 , Xin Zhou 1 , Lijing Fang 2 , Chen Zhang 1 , Hongbin Zhai 1, 3 , Bin Cheng 1
Affiliation  

A concise total synthesis of (±)-pileamartines A and B, a pair of alkaloids sharing an unprecedented tetracyclic skeleton, was achieved in 9 and 8 linear steps, respectively. The key steps include an NHC-catalyzed tandem aza-benzoin/Michael reaction to rapidly establish the polyhydroindenopyrrole core, a diastereoselective reductive allylation of pyrrolidone, and an RCM to construct the piperidine ring.

中文翻译:

(±)-pileamartines A 和 B 的简明全合成

(±)-pileamartines A 和 B 的简明全合成,一对生物碱具有前所未有的四环骨架,分别在 9 和 8 个线性步骤中实现。关键步骤包括 NHC 催化的串联氮杂-安息香/Michael 反应以快速建立聚氢茚并吡咯核、吡咯烷酮的非对映选择性还原烯丙基化和 RCM 以构建哌啶环。
更新日期:2022-11-08
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