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Ring-Closing Metathesis in the Synthesis of Epothilones and Polyether Natural Products

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Alkene Metathesis in Organic Synthesis

Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 1))

Abstract

The increasing popularity of ring-closing metathesis (RCM) can be attributed to the development of transition metal complexes 1, 2 and 3 as initiators. These compounds efficiently promote the RCM process, are compatible with a wide range of chemical functionalities and can be used without recourse to rigorously controlled reaction conditions. In this chapter, applications of this technology to the preparation of the 16-membered macrolactone core of the epothilones culminating in the total synthesis of epothilones A, B and E will be presented. The preparation of a diverse array of analogs using both solution and solid-phase techniques will also be discussed. The use of the cyclopentadienyl titanium complexes 93 and 110 for olefination/olefin metathesis will also be described, with particular emphasis on their potential in the synthesis of polyether natural products.

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Authors
  1. K. C. Nicolaou
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  2. N. Paul King
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  3. Yun He
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Editor information

Editors and Affiliations

  1. Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, D-45470, Mülheim an der Ruhr, Germany

    Alois Fürstner

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© 1998 Springer-Verlag Berlin Heidelberg

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Nicolaou, K.C., King, N.P., He, Y. (1998). Ring-Closing Metathesis in the Synthesis of Epothilones and Polyether Natural Products. In: Fürstner, A. (eds) Alkene Metathesis in Organic Synthesis. Topics in Organometallic Chemistry, vol 1. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-69708-X_3

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  • DOI: https://doi.org/10.1007/3-540-69708-X_3

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  • Print ISBN: 978-3-540-64254-1

  • Online ISBN: 978-3-540-69708-4

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