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Syntheses of Complex Securinega Alkaloids and Beyond
| Date | 18 Jun 2025 |
| Time | 5:30 pm - 6:30 pm (HKT) |
| Venue | Lecture Theatre P4, Chong Yuet Ming Physics Building |
| Speaker | Prof. Sunkyu Han |
| Institution | Korea Advance Institute of Science and Technology (KAIST) |
Title:
Syntheses of Complex Securinega Alkaloids and Beyond
Schedule:
Date: 18th June, 2025 (Wednesday)
Time: 5:30 - 6:30 pm (HKT)
Venue: Lecture Theatre P4, Chong Yuet Ming Physics Building
Speaker:
Prof. Sunkyu Han
Korea Advance Institute of Science and Technology
Abstract
Securinega alkaloids have fascinated the chemical community for over six decades. Among these secondary metabolites, there are members that are biosynthesized via oligomerization(s) and oxidation(s) of the basic tetracyclic core of securinega monomers. Despite the rich history of the synthesis of basic monomeric securinega alkaloids, syntheses of oligomeric securinega alkaloids as well as oxidized derivatives had remained relatively unexplored due to the lack of chemical technologies to tackle those extra complex congeners.
In this presentation, our group’s recent discoveries centered on the chemical synthesis of high-order and high-oxidation state securinega alkaloids will be discussed. Total synthesis of Rauhut-Currier reaction-based dimeric securinega such as flueggenines A, C, and D will be discussed. Collective total synthesis of C4-oxygenated securinine-type alkaloids and concise synthesis of dimeric securinega alkaloid flueggeacosine B and suffranidine B will be discussed. The development of securingine B-inspired molecular photoswitch will also be described.
References
Kang, G.; Park, S. Han, S.* "Synthesis of High-Order and High-Oxidation State Securinega Alkaloids" Acc. Chem. Res. 2023, 56, 140.
Park, S.; Kang, G.; Kim, C.; Kim, D.; Han, S.* "Collective Total Synthesis of C4-Oxygenated Securinine-Type Alkaloids via Stereocontrolled Diversifications on the Piperidine Core" Nature Commun. 2022, 13, 5149.
Park, S.; Kang, G.; Kim, W.; Jeon, S.; Chung, M. K.; Lee, H.-S.; Yoon, D. K.;* Han, S.* "Synthesis of Securingine B Enables Photoresponsive Materials Design" Chem 2025, 11, 102336.
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