Concise Report
Total Synthesis and Stereochemical Assignment of Talaroconvolutin A and Talarofuranone: Gram-scale Synthesis of Ferroptosis Inducer Talaroconvolutin A
Ming Yao,
Wei Yang,
Jing Li,
Chengyun Huang,
Jin Fang,
Sulu Qin,
Shuzhi Liu,
Xiaolong Yang,
Ming Yao
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorWei Yang
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorJing Li
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorChengyun Huang
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorJin Fang
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorSulu Qin
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorShuzhi Liu
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorCorresponding Author
Xiaolong Yang
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
*E-mail: [email protected]Search for more papers by this authorMing Yao,
Wei Yang,
Jing Li,
Chengyun Huang,
Jin Fang,
Sulu Qin,
Shuzhi Liu,
Xiaolong Yang,
Ming Yao
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorWei Yang
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorJing Li
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorChengyun Huang
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorJin Fang
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorSulu Qin
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorShuzhi Liu
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
Search for more papers by this authorCorresponding Author
Xiaolong Yang
School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, Hubei, 430074 China
*E-mail: [email protected]Search for more papers by this authorFirst published: 07 March 2024
Comprehensive Summary
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 type of ferroptosis inducers.
Supporting Information
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| cjoc202400061-sup-0001-supinfo.pdfPDF document, 7.2 MB |
Appendix S1: Supporting Information |
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