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Total synthesis of (+)-tanikolide, a toxic and antifungal δ-lactone, utilizing bromoalkene intermediates conveniently synthesized from vicinal dibromoalkane by regioselective elimination
Authors:Tadaaki Ohgiya
Institution:Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yokohama 223-8522, Japan
Abstract:Stereoselective total synthesis of (+)-tanikolide, a bioactive δ-lactone marine natural product, was successfully accomplished by using regioselective HBr elimination reaction of 3-acyloxy-1,2-dibromoalkanes, Pd-mediated coupling reaction, and the Sharpless asymmetric epoxidation as key steps.
Keywords:Antifungal lactone  Bromoalkene  Tanikolide  Regioselective elimination  Lyngbia majuscula
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