(+)-Grandifloracin was synthesized from sodium benzoate by means of a dearomatizing dihydroxylation that proceeds with unusual regloselectivity. Iron diene complexes formed from the arene oxidation product permit the use of otherwise Inaccessible transformations. The synthetic material was shown to be antipodal to the natural product, thus determining the absolute configuration of grandifloracin for the first time.
Palframan, M. J., Kociok-Kohn, G., & Lewis, S. E. (2011). Total synthesis of (+)-grandifloracin by iron complexation of a microbial arene oxidation product. Organic Letters, 13(12), 3150-3153. https://doi.org/10.1021/ol201057r