Total Syntheses of (±)-Rhodonoids A and B and C12-epi-Rhodonoid B
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- 作者：Hao Wu ; Richard P. Hsung ; Yu Tang
- 刊名：Journal of Organic Chemistry
- 出版年：2017
- 出版时间：February 3, 2017
- 年：2017
- 卷：82
- 期：3
- 页码：1545-1551
- 全文大小：461K
- ISSN：1520-6904
文摘
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.