Total Synthesis and Stereochemical Assignment of Talaroconvolutin A and Talarofuranone: Gram-scale Synthesis of Ferroptosis Inducer Talaroconvolutin A  

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作  者:Ming Yao Wei Yang Jing Li Chengyun Huang Jin Fang Sulu Qin Shuzhi Liu Xiaolong Yang 

机构地区:[1]School of Pharmaceutical Sciences,South-Central Minzu University,Wuhan,Hubei 430074,China

出  处:《Chinese Journal of Chemistry》2024年第13期1509-1514,共6页中国化学(英文版)

基  金:This work was supported by the National Natural Science Foundation of China(Nos.82073714 and 32271539);the National Key Research and Development Program of China(No.2023YFF1104001);Fundamental Research Funds for the Central Universities,South-Central Minzu University(No.CZY23025).

摘  要:The first total synthesis of talaroconvolutin A(1.1 g obtained)and talarofuranone has been achieved using accessible materials(12 steps,7.5%and 8.2%yields,respectively).Convergent routes involved intramolecular Diels-Alder reactions in two approaches for creating the decalin moiety.Additionally,an unprecedented DMP-mediated domino reaction resulted in the deoxy-tetramic acid system.These syntheses not only establish the absolute configuration of talaroconvolutin A but also enable further collaborative studies of this typeofferroptosisinducers.

关 键 词:Natural products ALDEHYDES Total synthesis Domino reactions Biological activity Antitumor agents Ferroptosis Diels-Alder reaction Talaroconvolutin A 

分 类 号:O62[理学—有机化学]

 

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