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

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 International Edition
Published
2024-10-28
DOI
https://doi.org/10.1002/anie.202415249
Citations
9
Primary Topic
Photochromic and Fluorescence Chemistry
Type
article
Field-Weighted Citation Impact
1.05

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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
9 citations
Angewandte Chemie International Edition
Photochromic and Fluorescence Chemistry
1.05
article

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

Zhen Jun Yang, Hongyi Yuan
article en
9 citations

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 Chemie International EditionVol. 64(3)
Peking University (CN), Shenzhen Bay Laboratory (CN), Beijing National Laboratory for Molecular Sciences (CN)
National Science Foundation, National Natural Science Foundation of China, Natural Science Foundation of Guangdong Province, Shenzhen-Hong Kong Institute of Brain Science, Shenzhen Bay Laboratory
Openalex Percentile: Top 20%
Photochromic and Fluorescence Chemistry
1.05
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