钯催化分子内Heck型插羰串联环化反应及在复杂天然产物全合成中的应用  

Palladium-catalyzed intramolecular Heck-type carbonylative cyclization cascade reaction and its application in total synthesis of complex natural products

作　　者：邵辉 赵玉明 Hui Shao;Yuming Zhao(Key Laboratory of Applied Surface and Colloid Chemistry,Ministry of Education,School of Chemistry and Chemical Engineering,Shaanxi Normal University,Xi’an 710119,China)

机构地区：[1]应用表面与胶体化学教育部重点实验室,陕西师范大学化学化工学院,西安710119

出　　处：《中国科学：化学》2024年第10期1619-1630,共12页SCIENTIA SINICA Chimica

基　　金：国家重点基础研究发展规划(编号:2009CB724100);国家自然科学基金(编号:22022106,22371176)资助项目。

摘　　要：钯催化分子内Heck型插羰串联反应在复杂分子的合成中有着广泛的应用.近年来,本课题组开发了一种高效构筑全碳环骨架的钯催化分子内Heck型插羰串联环化反应.本文将从该合成方法学的建立、不同底物类型的扩展及反应机理的探究等方面对该串联环化反应进行详细介绍.在此基础上,利用该串联环化反应作为关键步骤,通过对环化前体中所包含双键类型的调节,成功实现了三尖杉二萜类天然产物、莲花烷类生物碱及加兰他敏类生物碱的全合成.Palladium-catalyzed intramolecular Heck-type carbonylative cascade reactions have wide applications in the total synthesis of complex natural products.In recent years,our group has developed a novel palladium-catalyzed intramolecular Heck-type carbonylation cascade reaction and applied it to the synthesis of several complex polycyclic natural products.Herein,we provide details on the development of the cascade reaction and its application in target molecules,leading to the divergent total synthesis of cephalotaxus diterpenoids,hasubanan alkaloids,and galanthaminetype alkaloids with high efficiency.

关 键 词：钯催化分子内Heck型插羰串联环化反应 天然产物合成 三尖杉二萜类天然产物 莲花烷类生物碱 加兰他敏类生物碱 

分 类 号：O621.251[理学—有机化学] O629[理学—化学]