Total Synthesis of Abyssomicin C and atrop-Abyssomicin C

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, Fax: (+1) 858-784-2469
    2. Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, USA
    Search for more papers by this author
  • Scott T. Harrison

    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, Fax: (+1) 858-784-2469
    2. Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, USA
    Search for more papers by this author

  • We thank Dr. D. H. Huang and Dr. R. Chadha for assistance with NMR spectroscopic and X-ray crystallographic analyses, respectively. Financial support for this work was provided by the Skaggs Institute for Research (predoctoral fellowship to S.T.H.).

Abstract

original image

Kleine Ursache, große Wirkung: Eine Metathesestrategie zur Totalsynthese von Abyssomicin C (1) öffnet einen hoch konvergenten Einstieg in den Aufbau von Analoga wie dem neuartigen und wirksamen Atrop-Abyssomicin C (2). Dessen Struktur weicht nur wenig von derjenigen des Naturstoffs 1 ab (O rot, C grau, H weiß), doch dies hat entscheidende Konsequenzen.

Ancillary