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  • Title: Studies toward diazonamide A: development of a hetero-pinacol macrocyclization cascade for the construction of the bis-macrocyclic framework of the originally proposed structure.
    Author: Nicolaou KC, Snyder SA, Giuseppone N, Huang X, Bella M, Reddy MV, Rao PB, Koumbis AE, O'Brate A, Giannakakou P.
    Journal: J Am Chem Soc; 2004 Aug 18; 126(32):10174-82. PubMed ID: 15303893.
    Abstract:
    In this article, we describe further studies toward the originally proposed structure of diazonamide A (1). After confronting a number of failures in synthesizing the heterocyclic core of that structure, success was finally realized through the development of a novel hetero-pinacol-based macrocyclization cascade sequence. Subsequent elaboration led to an advanced compound bearing both of the 12-membered rings of the target molecule. In addition, preliminary biological studies with intermediates and simplified analogues obtained via the developed sequences are also described.
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