Total Syntheses of (+)-Acutiphycin and (+)-trans-20,21-Didehydroacutiphycin

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• 作者：Amos B. Smith ; III ; Sean S.-Y. Chen ; Frances C. Nelson ; Janice M. Reichert ; and Brian A. Salvatore
• 刊名：Journal of the American Chemical Society
• 出版年：1997
• 出版时间：November 12, 1997
• 年：1997
• 卷：119
• 期：45
• 页码：10935 - 10946
• 全文大小：691K
• 年卷期：v.119,no.45(November 12, 1997)
• ISSN：1520-5126

文摘

The first total syntheses of the cytotoxic macrolides(+)-acutiphycin (1) and(+)-trans-20,21-didehydroacutiphycin (2) have been achieved. An acyclicstereocontrol strategy was employed to establish theconfigurationsat C(5), C(10), and C(13) as well as the E geometry of theC(8,9)-trisubstituted olefin. Importantly, thenaturalsource of 1 and 2, the blue-green algaOsillatoria acutissima, no longer produces thesemetabolites.