Enantioselective Formal Total Synthesis of the Antitumor Macrolide Bryostatin 7

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• 作者：Soraya Manaviazar ; Mark Frigerio ; Gurpreet S. Bhatia ; Marc G. Hummersone ; Abil E. Aliev ; Karl J. Hale
• 刊名：Organic Letters
• 出版年：2006
• 出版时间：September 28, 2006
• 年：2006
• 卷：8
• 期：20
• 页码：4477 - 4480
• 全文大小：126K
• 年卷期：v.8,no.20(September 28, 2006)
• ISSN：1523-7052

文摘

A new enantioselective synthesis of Masamune's AB fragment (1) for bryostatin 7 is described. Key steps in the new route include a Meerwein-Ponndorf-Verley reduction to set the O(7) stereocenter and an alkylative union between the dithiane 6 and iodide 5 to construct the C(9)-C(10) bond. Because we have previously published a synthesis of Masamune's C-ring phenyl sulfone 2, our new route to 1 constitutes aformal total synthesis of bryostatin 7; it also corrects the previously reported spectral data for 1 in CDCl₃.