Formation of Multiple Naturally Occurring Meroterpenoid Scaffolds by the Norrish‐Yang Reaction of a <i>p</i> ‐Benzoquinone

Abstract The Norrish‐Yang reaction, as a typical example, demonstrates the inherent ability of photochemical reaction to facilitate formation of sterically congested C−C bonds, efficiently crafting intricate ring structure in complex organic molecules. Herein we report for the first time a unified synthesis using quinone‐based acid‐promoted Norrish‐Yang photocyclization for the stereoselective construction of multiple avarane‐type meroterpenoid natural products.

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Publication Details

Journal
Angewandte Chemie
Published
2024-10-28
DOI
https://doi.org/10.1002/ange.202415249
Primary Topic
Synthesis of Organic Compounds
Type
article
Field-Weighted Citation Impact
0.00

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article

Formation of Multiple Naturally Occurring Meroterpenoid Scaffolds by the Norrish‐Yang Reaction of a p ‐Benzoquinone

Zhen Jun Yang, Hongyi Yuan
Angewandte Chemie
Synthesis of Organic Compounds
article

Formation of Multiple Naturally Occurring Meroterpenoid Scaffolds by the Norrish‐Yang Reaction of a p ‐Benzoquinone

Zhen Jun Yang, Hongyi Yuan
article en

Abstract

Abstract The Norrish‐Yang reaction, as a typical example, demonstrates the inherent ability of photochemical reaction to facilitate formation of sterically congested C−C bonds, efficiently crafting intricate ring structure in complex organic molecules. Herein we report for the first time a unified synthesis using quinone‐based acid‐promoted Norrish‐Yang photocyclization for the stereoselective construction of multiple avarane‐type meroterpenoid natural products.

Angewandte ChemieVol. 137(3)
Peking University (CN), University Town of Shenzhen (CN), Shenzhen Bay Laboratory (CN), Beijing National Laboratory for Molecular Sciences (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 81%
Synthesis of Organic Compounds
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