ortho-Quinone Methides from para-Quinones: Total Synthesis of Rubioncolin B

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• 作者：Jean-Philip Lumb ; Kevin C. Choong ; Dirk Trauner
• 刊名：Journal of the American Chemical Society
• 出版年：2008
• 出版时间：July 23, 2008
• 年：2008
• 卷：130
• 期：29
• 页码：9230 - 9231
• 全文大小：697K
• 年卷期：v.130,no.29(July 23, 2008)
• ISSN：1520-5126

文摘

A concise synthesis of rubioncolin B is described, which features an unprecedented intramolecular Diels−Alder reaction involving an ortho-quinone methide and a naphthofuran moiety. The ortho-quinone methide is generated through a surprisingly facile tautomerization of a para-quinone.