Synthetic studies of microtubule stabilizing agent peloruside A: An asymmetric synthesis of C10-C24 segment

Article abstract of DOI:10.1016/j.tetlet.2003.08.023

An asymmetric synthesis of the C₁₀-C₂₄ fragment of the potent antitumor macrolide, peloruside A is described. All three stereogenic centers have been enantioselectively constructed utilizing Evans alkylation, Brown asymmetric allylboration, and a substrate controlled epoxide formation. Other key reactions involved Grubbs's ring-closing olefin metathesis and Ando's Z-selective olefination reaction.