Bioinspired concise synthesis of caged Sesquiterpenoids Artatrovirenols A and B

Yunxia Yang, Dong Xie, Liang Huo, Yue Liu, Jinbo Duan, Huilin Li, Pan-Pan Zhou, Xingang Xie () and Xuegong She ()
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Yunxia Yang: Lanzhou University
Dong Xie: Lanzhou University
Liang Huo: Lanzhou University
Yue Liu: Lanzhou University
Jinbo Duan: Lanzhou University
Huilin Li: Lanzhou University
Pan-Pan Zhou: Lanzhou University
Xingang Xie: Lanzhou University
Xuegong She: Lanzhou University

Nature Communications, 2025, vol. 16, issue 1, 1-9

Abstract: Abstract Artatrovirenols A and B are two newly isolated sesquiterpenoids with a complex caged framework. We report herein a concise synthesis of artatrovirenols A and B in 9 and 8 steps, respectively. The complex caged tetracycle is rapidly constructed from a known planar guaiane-type precursor through a bioinspired intramolecular [4 + 2] cyclization to firstly access artatrovirenol B, which is further transformed into artatrovirenol A through a biomimetic epoxidation-mediated lactonization reaction. This synthesis establishes a concise asymmetric approach to access artatrovirenols A and B, and also provides insightful evidence to their biogenetic pathway in nature.

Date: 2025
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DOI: 10.1038/s41467-024-55560-9

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