A Convergent Total Synthesis of Phorboxazole A


  • We thank the EPSRC and The University of Nottingham for support of this work. We also thank Dr. P. Little and Dr. D. S. Millan, in particular, for their contributions, as well as Merck Sharp and Dohme and Pfizer Ltd for continued financial support of our work.


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The potent cytostatic marine metabolite phorboxazole A (see structure) was prepared from three key fragments. Following attachment of a major portion of the side chain through C32[BOND]C33 and an intermolecular E-selective olefination reaction to form the C19[BOND]C20 double bond, the C2[BOND]C3 double bond was put in place through an intramolecular Z-selective olefination reaction, with formation of the macrolide.