Total Synthesis of Norbadione A

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• 作者：Yann Bourdreux ; St&eacute ; phanie Nowaczyk ; C&eacute ; lia Billaud ; Aur&eacute ; lie Mallinger ; Catherine Willis ; Marine Desage-El Murr ; Loï ; c Toupet ; Claude Lion ; Thierry Le Gall ; Charles Mioskowski
• 刊名：Journal of Organic Chemistry
• 出版年：2008
• 出版时间：January 4, 2008
• 年：2008
• 卷：73
• 期：1
• 页码：22 - 26
• 全文大小：136K
• 年卷期：v.73,no.1(January 4, 2008)
• ISSN：1520-6904

文摘

A short, convergent synthesis of the mushroom pigment norbadione A is described. The construction ofan appropriately substituted naphtholactone intermediate involved a regioselective Diels-Alder reactionbetween a bis(triisopropylsilyloxy)diene and 2,6-dichlorobenzo-1,4-quinone. A double Suzuki-Miyauracross-coupling between a diboronate and two identical enol triflates was another key feature of thesynthesis.