An Efficient Total Synthesis of (+/-)-Sinulariol-B

Article abstract of DOI:10.1016/S0040-4020(98)01044-8

The first total synthesis of (+/-)-Sinulariol-B, a marine cembrandiol, was achieved in ten steps and ca. 10 percent overall yield from E-geraniol (8). The key steps were the coupling of sulfone 7 with allylic chloride 6 and the macrocyclization of precursor 5 by sulfone- and thioether-stabilized carbanionic alkylations, respectively.