%0 Journal Article
%T Fremy¡¯s Salt-Mediated Oxidative Addition. A New Approach in the Total Synthesis of Naturally Dipetalolactone and Its Immunomodulatory Activity
%A Yasser Selim
%A Nabil Ouf
%A Mohamed Sakran
%J Molecules
%D 2013
%I MDPI AG
%R 10.3390/molecules180911485
%X The structure of the natural dipyranocoumarin dipetalolactone has been confirmed by an unambiguous synthetic route from resorcinol. This sequence was initiated by a pyran ring formation step which introduced the 3-chloro-3-methylbut-1-yne moiety. Then, the expected product undergoes a Fremy¡¯s salt-meditated oxidative addition followed by ring closure to yield dipetalolactone. Dipetalolactone was also found to have immunological activity in a mouse carcinoma S180-bearing mice cell line.
%K coumarins
%K dipyranocoumarin
%K dipetalolactone
%K Fremy¡¯s salt
%U http://www.mdpi.com/1420-3049/18/9/11485