Asymmetric Synthesis of the Tricyclic Core of Ingenane Diterpenoids via a Photocatalytic de Mayo Fragmentation Strategy

We report an asymmetric entry into the tricyclic framework of ingenane diterpenoids. The strategy features an intramolecular acyl radical Michael addition to construct the 5/5-fused system and a photocatalytic de Mayo fragmentation strategy to assemble the strained bicyclo[4.4.1]undecane core. This intermediate serves as a valuable scaffold for the synthesis of ingenane diterpenoids and their analogs.

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Publication Details

Journal
Organic Letters
Published
2026-01-26
DOI
https://doi.org/10.1021/acs.orglett.5c04968
Primary Topic
Bioactive Natural Diterpenoids Research
Type
article
Field-Weighted Citation Impact
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article

Asymmetric Synthesis of the Tricyclic Core of Ingenane Diterpenoids via a Photocatalytic de Mayo Fragmentation Strategy

Xinyan Huang, Zhuang Wang, Yan Hao, Zhaoyu Zhang et al.
Organic Letters
Bioactive Natural Diterpenoids Research
article

Asymmetric Synthesis of the Tricyclic Core of Ingenane Diterpenoids via a Photocatalytic de Mayo Fragmentation Strategy

Xinyan Huang, Zhuang Wang, Yan Hao, Zhaoyu Zhang, Bo Liu
article en

Abstract

We report an asymmetric entry into the tricyclic framework of ingenane diterpenoids. The strategy features an intramolecular acyl radical Michael addition to construct the 5/5-fused system and a photocatalytic de Mayo fragmentation strategy to assemble the strained bicyclo[4.4.1]undecane core. This intermediate serves as a valuable scaffold for the synthesis of ingenane diterpenoids and their analogs.

Organic LettersVol. 28(5)
Sichuan University (CN)
Openalex Percentile: Top 78%
Bioactive Natural Diterpenoids Research
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Asymmetric Synthesis of the Tricyclic Core of Ingenane Diterpenoids via a Photocatalytic de Mayo Fragmentation Strategy — Xinyan Huang, Zhuang Wang, et al. · Organic Letters (2026) | TGRS Research Map | TGRS