Total synthesis of (+)-tanikolide, a toxic and antifungal δ-lactone, utilizing bromoalkene intermediates conveniently synthesized from vicinal dibromoalkane by regioselective elimination |
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Authors: | Tadaaki Ohgiya |
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Institution: | Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yokohama 223-8522, Japan |
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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. |
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Keywords: | Antifungal lactone Bromoalkene Tanikolide Regioselective elimination Lyngbia majuscula |
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