Stereoselective Syntheses of Four Diastereomers of 3,9,12-Trihydroxycalamenene via a Benzobicyclo[3.3.1] Intermediate

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• 作者：Yongquan Sun ; Binxun Yu ; Xiaolei Wang ; Shibing Tang ; Xuegong She ; Xinfu Pan
• 刊名：Journal of Organic Chemistry
• 出版年：2010
• 出版时间：June 18, 2010
• 年：2010
• 卷：75
• 期：12
• 页码：4224-4229
• 全文大小：852K
• 年卷期：v.75,no.12(June 18, 2010)
• ISSN：1520-6904

文摘

The highly stereoselective syntheses of four diastereomers of natural 3,9,12-trihydroxycalamenene are described. The syntheses highlight the utility of an unusual framework of benzobicyclo[3.3.1] lactones, which were accomplished via an intramolecular Friedel−Crafts-type Michael addition of α,β-unsaturated lactones.