Asymmetric Total Synthesis of Apratoxin D

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• 作者：Bradley D. Robertson ; Sarah E. Wengryniuk ; Don M. Coltart
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：October 19, 2012
• 年：2012
• 卷：14
• 期：20
• 页码：5192-5195
• 全文大小：299K
• 年卷期：v.14,no.20(October 19, 2012)
• ISSN：1523-7052

文摘

The first asymmetric total synthesis of the marine natural product apratoxin D, a highly potent inhibitor of H-460 human lung cancer cell growth (IC₅₀ value of 2.6 nM), is described. Asymmetric N-amino cyclic carbamate (ACC) 伪,伪-bisalkylation was utilized to establish the isolated C-37 methyl group with excellent selectivity. Other key asymmetric transformations employed were an Evans syn-aldol and a Paterson anti-aldol, both of which also proceeded with excellent stereoselectivity.