Total Syntheses of the Assigned Structures of Lituarines B and C

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• 作者：Amos B. Smith ; III ; Matthew O. Duffey ; Kallol Basu ; Shawn P. Walsh ; Hans W. Suennemann ; Michael Frohn
• 刊名：Journal of the American Chemical Society
• 出版年：2008
• 出版时间：January 16, 2008
• 年：2008
• 卷：130
• 期：2
• 页码：422 - 423
• 全文大小：75K
• 年卷期：v.130,no.2(January 16, 2008)
• ISSN：1520-5126

文摘

The first syntheses of the structures assigned to the marine natural products lituarines B and C have been achieved via a highly convergent sequence. The structures comprise complex, highly oxygenated 25-membered macrolactones possessing a rare tricyclic spiroketal and a unique (E,Z)-dienamide side chain. Unfortunately, the spectral properties of the synthetic compounds did not match those reported for the natural lituarines. The total syntheses of the assigned structures of lituarines B and C, as well as evidence supporting the structural assignments, are presented in this communication.