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Total synthesis of (+)-spiculoic acid A
Authors:Daisuke Matsumura
Institution:Department of Applied Chemistry, Keio University, Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan
Abstract:The total synthesis of natural (+)-spiculoic acid A, a new cytotoxic marine natural product of polyketide origin, has been accomplished for the first time. The key step of the total synthesis was a stereoselective and high-yielding intramolecular Diels-Alder reaction of a highly functionalized (E,E,E)-2,7,9-dodecanal derivative for the construction of the core tetrahydroindan-2-one skeleton.
Keywords:(+)-Spiculoic acid A  Total synthesis  Marine natural product  Cytotoxicity  Intramolecular Diels-Alder reaction  Suzuki-Miyaura coupling
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