The True Structures of the Vannusals, Part 2: Total Synthesis and Revised Structure of Vannusal B

Authors

  • K. C. Nicolaou Prof. Dr.,

    1. Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA)
    2. Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093 (USA), Fax: (+1) 858-784-2469
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  • Adrian Ortiz,

    1. Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA)
    2. Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093 (USA), Fax: (+1) 858-784-2469
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  • Hongjun Zhang Dr.

    1. Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA)
    2. Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093 (USA), Fax: (+1) 858-784-2469
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  • We thank Prof. Graziano Guella for samples and NMR spectra of vannusals A and B, and for helpful discussions. We thank Dr. D. H. Huang, Dr. G. Siuzdak, and Dr. R. Chadha for NMR spectroscopic, mass spectroscopic, and X-ray crystallographic assistance, respectively. Financial support for this work was provided by the NSF (fellowship to A.O.), the Skaggs Institute for Research, and a grant from the National Institutes of Health (USA).

Abstract

original image

Die chemische Detektivgeschichte um die Struktur von Vannusal, die das Wechselspiel zwischen chemischer Synthese und NMR-Spektroskopie nutzte, führte schließlich über die Totalsynthese von 2 zur Revision der Struktur von Vannusal B von 1 zu 2.

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