Retrosynthetic Pathways of Decahydrofluorene-Alkaloid Microascones B
DOI:
https://doi.org/10.61173/9cydfm84Keywords:
-Microascones B, marine fungus, retrosynthesis, Diels-Alder, di-oxygenationAbstract
Microascones B is a compound that can be a candidate for antibacterial material and is discovered and obtained from marine-derived fungus with complex 12- or 13- membered ring structures. Since no one has provided the forward synthesis and retrosynthesis pathway, we have introduced a possible retro-synthesis pathway in this work. The retrosynthesis of this complicated compound can be done in several steps into starting materials. Some of the core retrosynthesis strategies contain the analysis of di-oxygenation patterns to break bonds retro-synthetically by applying aldol reactions and Grignard as well as anion addition. Moreover, the Diels-Alder reaction is also one of the core reactions to break those multiple rings in this retrosynthesis pathway
References
[1] Yao, F., Liang, X., Lu, X., Cheng, X., Luo, L., & Qi, S. (2022). Pyrrospirones K–Q, Decahydrofluorene-Class Alkaloids from the Marine-Derived Fungus Penicillium sp. SCSIO 41512. Journal of Natural Products, 85(8), 2071–2081. DOI: 10.1021/ acs.jnatprod.2c00473
[2] Yao, F., Liang, X., Shen, W., Lu, X., Li, G., & Qi, S. (2024). Microascones, Decahydrofluorene-Class Alkaloids from the Marine-Derived Fungus Microascus sp. SCSIO 41821. Journal of Natural Products, 87(4), 810–819. DOI: 10.1021/acs. jnatprod.3c00984
[3] Warren, S. G. (1978). Designing Organic Syntheses: A programmed introduction to the Synthon approach.
[4] Loudon, M. (2009). Organic Chemistry, 5th Edition.
[5] Clayden, J. P. (2001). Organic Chemistry. By J. P. Clayden, N. Greeves, S. Warren, and P. D. Wothers; Oxford University Press, 2001, ISBN 0 19 850346 6, 53 Chapters, 1508 pages. The Chemical Educator, 6(6), 396–398.
[6] Smith, M. B. (2007). March’s Advanced Organic Chemistry: Reactions, mechanisms, and structure.
Downloads
Published
Issue
Section
License
Copyright (c) 2024 by the authors.
This work is licensed under a Creative Commons Attribution 4.0 International License.
