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DOI: 10.1055/s-0043-1773532
A 16-Step Total Synthesis of Norzoanthamine
This research was supported by the National Natural Science Foundation of China (22271055, 22101051).
Abstract
Herein, we present a 16-step synthetic route to norzoanthamine that features three pivotal photochemical transformations. A photoinduced dearomative 6π-desymmetrization is employed to access the ABC tricyclic core structure. To address the challenge of constructing the C9–C22 vicinal all-carbon quaternary stereocenters, [2+2]-photocycloaddition, visible-light-induced decarboxylative borylation, and a retro-aldol reaction are strategically employed. The assembly of the norzoanthamine core framework is achieved through a one-pot cascade transformation, combining global deprotection, biomimetic cyclization, and epimerization at C21, resulting in an efficient and concise synthesis of norzoanthamine.
1 Introduction
2 Total Synthesis of Norzoanthamine
3 Conclusion
Key words
norzoanthamine - total synthesis - marine alkaloids - photocycloaddition - anti-osteoporosisPublikationsverlauf
Eingereicht: 02. Februar 2025
Angenommen nach Revision: 27. Februar 2025
Artikel online veröffentlicht:
09. April 2025
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