Stereoselective Total Synthesis of Natural Decanolides Bellidisin C and Pinolidoxin

A divergent total synthesis of bioactive, naturally occurring decanolides, pinolidoxin and bellidisin C, was accomplished by taking advantage of chiral templates <i>L</i>-ribose and <i>L</i>-malic acid. In particular, bellidisin C, which is the first total synthesis so far, was achieved through a cascade reaction of reductive elimination and nucleophilic addition in a one-pot process and a sodium-alkoxide-promoted intramolecular lactonization as the key steps.

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Publication Details

Journal
Molecules
Published
2024-11-21
DOI
https://doi.org/10.3390/molecules29235500
Primary Topic
Synthetic Organic Chemistry Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

Stereoselective Total Synthesis of Natural Decanolides Bellidisin C and Pinolidoxin

Yuanfang Liu, Pengpeng Nie, Jun Liu, Jingjing Bi et al.
Molecules
Synthetic Organic Chemistry Methods
article

Stereoselective Total Synthesis of Natural Decanolides Bellidisin C and Pinolidoxin

Yuanfang Liu, Pengpeng Nie, Jun Liu, Jingjing Bi, Yuguo Du, Minhao Chen
article en

Abstract

A divergent total synthesis of bioactive, naturally occurring decanolides, pinolidoxin and bellidisin C, was accomplished by taking advantage of chiral templates <i>L</i>-ribose and <i>L</i>-malic acid. In particular, bellidisin C, which is the first total synthesis so far, was achieved through a cascade reaction of reductive elimination and nucleophilic addition in a one-pot process and a sodium-alkoxide-promoted intramolecular lactonization as the key steps.

MoleculesVol. 29(23)
Chinese Academy of Sciences (CN), Xinyang Agriculture and Forestry University (CN), Research Center for Eco-Environmental Sciences (CN), University of Chinese Academy of Sciences (CN), Henan Normal University (CN)
National Key Research and Development Program of China
Clean water and sanitation
Openalex Percentile: Top 85%
Synthetic Organic Chemistry Methods
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Stereoselective Total Synthesis of Natural Decanolides Bellidisin C and Pinolidoxin — Yuanfang Liu, Pengpeng Nie, et al. · Molecules (2024) | TGRS Research Map | TGRS