降二酮A的全合成
Total synthesis of norbadione A.
作者信息
Bourdreux Yann, Nowaczyk Stéphanie, Billaud Célia, Mallinger Aurélie, Willis Catherine, Murr Marine Desage-El, Toupet Loïc, Lion Claude, Gall Thierry Le, Mioskowski Charles
机构信息
CEA, iBiTecS, Service de Chimie Bioorganique et de Marquage, Bât. 547, 91191, Gif-sur-Yvette, France.
出版信息
J Org Chem. 2008 Jan 4;73(1):22-6. doi: 10.1021/jo702106u. Epub 2007 Dec 1.
A short, convergent synthesis of the mushroom pigment norbadione A is described. The construction of an appropriately substituted naphtholactone intermediate involved a regioselective Diels-Alder reaction between a bis(triisopropylsilyloxy)diene and 2,6-dichlorobenzo-1,4-quinone. A double Suzuki-Miyaura cross-coupling between a diboronate and two identical enol triflates was another key feature of the synthesis.
本文描述了蘑菇色素降二萘醌A的一种简短、收敛性合成方法。构建适当取代的萘并内酯中间体涉及双（三异丙基硅氧基）二烯与2,6 - 二氯苯 - 1,4 - 醌之间的区域选择性狄尔斯 - 阿尔德反应。二硼酸酯与两个相同的烯醇三氟甲磺酸酯之间的双铃木 - 宫浦交叉偶联是该合成方法的另一个关键特征。
Zotero 插件