Total Synthesis of Norbadione A
The Journal of Organic Chemistry2007Vol. 73(1), pp. 22–26
Citations Over TimeTop 25% of 2007 papers
Yann Bourdreux, Stéphanie Nowaczyk, Célia Billaud, Aurélie Mallinger, Catherine Willis, Marine Desage‐El Murr, Loı̈c Toupet, Claude Lion, Thierry Le Gall, Charles Mioskowski
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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