Radical Cascades in the Total Synthesis of Complex Naturally Occurring Heterocycles

  • Montserrat Rueda-Becerril
  • Jia Yi Mo
  • Glenn M. Sammis
Chapter
Part of the Topics in Heterocyclic Chemistry book series (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.

Keywords

Azacycles Cascade Domino Heterocycles Natural products Oxacycles Radical Total synthesis 

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Copyright information

© Springer International Publishing AG, part of Springer Nature 2018

Authors and Affiliations

  • Montserrat Rueda-Becerril
    • 1
  • Jia Yi Mo
    • 1
  • Glenn M. Sammis
    • 1
  1. 1.Department of ChemistryThe University of British ColumbiaVancouverCanada

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