A four step synthesis of violaceic acid
Alex Cameron, Brendan Fisher, Mark A Rizzacasa
TETRAHEDRON | PERGAMON-ELSEVIER SCIENCE LTD | Published : 2018
The total synthesis of the biaryl ether natural product violaceic acid (1) in four steps is described. The steps included a SNAr reaction between phenol 7 and flouroarene 12 to afford the biaryl ether 13, selective reduction of a nitro group to an amine in the presence of an aldehyde, a Cu mediated Sandmeyer reaction and final hydrolysis to afford the target compound 1. The amine 14 was also converted into the known iodide 18 which gave impure 1 on Pd mediated hydroxide cross coupling.
Related Projects (1)
Awarded by Australian Research Council
We thank the Australian Research Council (DP140100167) for funding.