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Radical Cascades in the Total Synthesis of Complex Naturally Occurring Heterocycles

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Free-Radical Synthesis and Functionalization of Heterocycles

Part of the book series: Topics in Heterocyclic Chemistry ((TOPICS,volume 54))

Abstract

Radical cascades reactions have been extensively used in organic synthesis for the rapid construction of molecular complexity, and have shown to be particularly effective in the assembly of polycyclic cores. Through careful substrate design, their application has extended from carbocyclic to heterocyclic frameworks. In this chapter, we describe radical cascade processes that generate oxygen- and nitrogen-containing polycyclic structures in the context of total synthesis. The radical cascades either directly form the heterocycle or incorporate/modify preexisting heterocycles to further elaborate the target’s core. Total syntheses where the radical cascade had no impact on the formation or modification of the heterocyclic moiety are not included in this review.

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Authors and Affiliations

  1. Department of Chemistry, The University of British Columbia, Vancouver, BC, Canada

    Montserrat Rueda-Becerril, Jia Yi Mo & Glenn M. Sammis

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  1. Montserrat Rueda-Becerril
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  2. Jia Yi Mo
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  3. Glenn M. Sammis
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Correspondence to Glenn M. Sammis .

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  1. University of Bordeaux, Talence, France

    Yannick Landais

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Rueda-Becerril, M., Mo, J.Y., Sammis, G.M. (2018). Radical Cascades in the Total Synthesis of Complex Naturally Occurring Heterocycles. In: Landais, Y. (eds) Free-Radical Synthesis and Functionalization of Heterocycles. Topics in Heterocyclic Chemistry, vol 54. Springer, Cham. https://doi.org/10.1007/7081_2017_14

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