A Unified Strategy To Construct the Tetracyclic Ring of Calyciphylline A Alkaloids: Total Synthesis of Himalensine A
A Unified Strategy To Construct the Tetracyclic Ring of Calyciphylline A Alkaloids: Total Synthesis of Himalensine A
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构建Calyciphylline A生物碱四环的统一策略：喜马拉雅碱A的全合成
DOI：
10.1021/acs.orglett.9b01184
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发表时间：
2019
期刊：
影响因子：
--
通讯作者：
Gao Shuanhu
中科院分区：
文献类型：
--
作者：
Zhong Jiaxin;Chen Kuanwei;Qiu Yuanyou;He Haibing;Gao Shuanhu
本文介绍了石蕊碱A型瑞香属生物碱核心骨架的合成方法和喜马拉雅素A的全合成。硝酮诱导的1，3-偶极[3 + 2]环加成反应被用于沿着全碳四元中心构建A/C环。采用钯催化的烯醇化反应和闭环复分解反应（RCM）将B/D环组装到[6，6，5，7]核骨架上。利用Nazarov反应进行F环的安装，完成了喜马拉雅菌素A的全合成。
The synthetic approach to the core framework of the calyciphylline A-typeDaphniphyllumalkaloids and total synthesis of himalensine A were described herein. Nitrone-induced 1,3-dipolar [3 + 2] cycloaddition was applied for the construction of A/C rings along with the all-carbon quaternary center. Pd-catalyzed enolate alkenylation and ring closing metathesis (RCM) were adopted to install the B/D rings to accomplish the [6,6,5,7] core framework. Nazarov reaction was utilized to install the F ring to complete the total synthesis of himalensine A.