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Collective synthesis of natural products by means of organocascade catalysis

Author

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  • Spencer B. Jones

    (Merck Center for Catalysis at Princeton University)

  • Bryon Simmons

    (Merck Center for Catalysis at Princeton University)

  • Anthony Mastracchio

    (Merck Center for Catalysis at Princeton University)

  • David W. C. MacMillan

    (Merck Center for Catalysis at Princeton University)

Abstract

Organic chemists are now able to synthesize small quantities of almost any known natural product, given sufficient time, resources and effort. However, translation of the academic successes in total synthesis to the large-scale construction of complex natural products and the development of large collections of biologically relevant molecules present significant challenges to synthetic chemists. Here we show that the application of two nature-inspired techniques, namely organocascade catalysis and collective natural product synthesis, can facilitate the preparation of useful quantities of a range of structurally diverse natural products from a common molecular scaffold. The power of this concept has been demonstrated through the expedient, asymmetric total syntheses of six well-known alkaloid natural products: strychnine, aspidospermidine, vincadifformine, akuammicine, kopsanone and kopsinine.

Suggested Citation

  • Spencer B. Jones & Bryon Simmons & Anthony Mastracchio & David W. C. MacMillan, 2011. "Collective synthesis of natural products by means of organocascade catalysis," Nature, Nature, vol. 475(7355), pages 183-188, July.
    • Handle: RePEc:nat:nature:v:475:y:2011:i:7355:d:10.1038_nature10232
    DOI: 10.1038/nature10232
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