Total synthesis of (+)-tanikolide, using regioselective elimination of a vicinal dibromoalkane

Article abstract of DOI:10.1246/bcsj.78.1549

Total synthesis of (+)-tanikolide, a bioactive δ-lactone of marine origin, was successfully accomplished by utilizing a bromoalkene derivative conveniently synthesized from the corresponding 1-acyloxy-2,3-dibromoalkane by the regioselective and mild HBr-elimination reaction, along with the Pd-mediated C-C coupling reaction and the Sharpless asymmetric epoxidation as key steps.