Journal
CHEMICAL COMMUNICATIONS
Volume 51, Issue 86, Pages 15696-15699Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc05736a
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Funding
- University of Montpellier (UM)
- PIVERT project [2014/GENESYS/WP6P4-linoprostanes]
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Phytofurans are novel metabolites produced by non-enzymatic peroxidation of alpha-linolenic acid. An unprecedented Payne rearrangement-cyclization of a C2-symmetric bis-epoxide permitted construction of the core 3-hydroxy-2,5-disubstituted tetrahydrofuran. LC-MS/MS investigation provided evidence for the presence of phytofurans in nuts and seeds for the first time.
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