Construction of the Tetracyclic Core of Isoabietenin A

Isoabietenin A is a newly isolated aromatic abietane with a complex tetracyclic framework. Herein, we report a concise construction of its characteristic 6/6/6/5 tetracyclic core enabled by an intramolecular aryne Diels-Alder cycloaddition reaction. The required <i>trans</i>-fused pattern between rings A and B was assembled by an allylic diazene rearrangement reaction.

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Publication Details

Journal
Organic Letters
Published
2025-09-25
DOI
https://doi.org/10.1021/acs.orglett.5c03589
Primary Topic
Biological Activity of Diterpenoids and Biflavonoids
Type
article
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article

Construction of the Tetracyclic Core of Isoabietenin A

Xingang Xie, Huaxuan Zhang, Xujuan Su, Xuegong She et al.
Organic Letters
Biological Activity of Diterpenoids and Biflavonoids
article

Construction of the Tetracyclic Core of Isoabietenin A

Xingang Xie, Huaxuan Zhang, Xujuan Su, Xuegong She, Ning Liang, Yue Liu
article en

Abstract

Isoabietenin A is a newly isolated aromatic abietane with a complex tetracyclic framework. Herein, we report a concise construction of its characteristic 6/6/6/5 tetracyclic core enabled by an intramolecular aryne Diels-Alder cycloaddition reaction. The required <i>trans</i>-fused pattern between rings A and B was assembled by an allylic diazene rearrangement reaction.

Organic LettersVol. 27(40)
State Key Laboratory of Chemical Engineering (CN), Lanzhou University (CN)
Openalex Percentile: Top 77%
Biological Activity of Diterpenoids and Biflavonoids
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