37542-22-6Relevant academic research and scientific papers
Flexible synthesis of vulpinic acids from tetronic acid
Willis, Catherine,Bodio, Ewen,Bourdreux, Yann,Billaud, Célia,Gall, Thierry Le,Mioskowski, Charles
, p. 6421 - 6424 (2007)
Several vulpinic acids were synthesized in a few steps from a single precursor, the tetronic acid. This commercial compound was converted in a few steps to an iodide. Suzuki-Miyaura cross-couplings involving this common intermediate and various arylboronates allowed to gain access to several vulpinic acids (or methyl pulvinates). Among them, two natural products, vulpinic acid and pinastric acid, were prepared.
Synthesis of vulpinic and pulvinic acids from tetronic acid
Bourdreux, Yann,Bodio, Ewen,Willis, Catherine,Billaud, Célia,Le Gall, Thierry,Mioskowski, Charles
, p. 8930 - 8937 (2008/12/22)
A common precursor, tetronic acid, was used in the synthesis of several vulpinic acids and pulvinic acids, which are pigments found in several lichens and mushrooms. The key features of this method are a two-step alkylidenation of benzyl tetronate and a Suzuki-Miyaura cross-coupling. The synthesis of several natural products, vulpinic acid, pinastric acid, xerocomic acid is described.
