Total Syntheses of (±)-Rhodonoids A and B and C12-epi-Rhodonoid B
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Updated: Mar 9, 2026

Enzymatic Synthesis of Epoxidized Metabolites of Docosahexaenoic, Eicosapentaenoic, and Arachidonic Acids
Published on: June 28, 2019
Hao Wu1, Richard P Hsung2, Yu Tang1,3,4
1School of Pharmaceutical Science and Technology, Tianjin University , Tianjin, 300072 P. R. China.
Abstract:
Total syntheses of (±)-rhodonoids A and B and C12-epi-rhodonoid B are described here. A unified strategy employed in these syntheses is an intramolecular oxa-[3 + 3] annulation for accessing the chromene unit. A Fe(OTf)3-promoted diastereoselective cationic [2 + 2] cycloaddition and a photochemical [2 + 2] cycloaddition were featured to construct the cyclobutane core of (±)-rhodonoids A and B and C12-epi-rhodonoid B, respectively. Fe(OTf)3 also leads to an interesting bridged tetracycle, which was unambiguously confirmed by single crystal X-ray analysis.
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