Facile Synthesis of Naphthoquinone Spiroketals by Diastereoselective Oxidative [3 + 2] Cycloaddition

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• 作者：Kun-Liang Wu ; Stephanie Wilkinson ; Norbert O. Reich ; Thomas R. R. Pettus
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：December 20, 2007
• 年：2007
• 卷：9
• 期：26
• 页码：5537 - 5540
• 全文大小：150K
• 年卷期：v.9,no.26(December 20, 2007)
• ISSN：1523-7052

文摘

A highly selective oxidative [3 + 2] cycloaddition of chiral enol ethers and hydroxynaphthoquinone is described. This convergent strategy isamenable to an enantioselective synthesis of -rubromycin and related naphthoquinone spiroketals. Several compounds were found to inhibitDNA-polymerase and telomerase in a manner resembling -rubromycin and -rubromycin.