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Journal Article
Research Support, Non-U.S. Gov't
Total Syntheses of (±)-Rhodonoids A and B and C12-epi-Rhodonoid B.
Journal of Organic Chemistry 2017 Februrary 4
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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