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Total synthesis of norbadione A |
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| Authors: | Bourdreux Yann Nowaczyk Stéphanie Billaud Célia Mallinger Aurélie Willis Catherine Murr Marine Desage-El Toupet Loïc Lion Claude Gall Thierry Le Mioskowski Charles |
| Institution: | CEA, iBiTecS, Service de Chimie Bioorganique et de Marquage, Bat. 547, 91191, Gif-sur-Yvette, France. |
| Abstract: | 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. |
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