4.5 Review

Current Trends towards the Synthesis of Bioactive Heterocycles and Natural Products Using 1,3-Dipolar Cycloadditions (1,3-DC) with Azomethine Ylides

Journal

SYNTHESIS-STUTTGART
Volume 49, Issue 13, Pages 2819-2851

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1588423

Keywords

azomethine ylide; dipolar cycloaddition; natural products; bioactivity; heterocycles

Funding

  1. Mersin University [BAP 2015-AP2-1342]
  2. University of Seville
  3. University of Alicante
  4. Spanish Ministerio de Ciencia e Innovacion (MICINN) [CSD2007-00006, CTQ2004-00808/BQU, CTQ2007-62771/BQU, CTQ2010-20387]
  5. Spanish Ministerio de Ciencia e Innovacion (MICINN) (Hispano-Brazilian project) [PHB2008-0037-PC]
  6. Spanish Ministerio de Economia y Competitividad (MINECO) [CTQ2013-43446-P, CTQ2014-51912-REDC]
  7. Spanish Ministerio de Economia, Industria y Competitividad
  8. Agencia Estatal de Investigacion (AEI)
  9. Fondo Europeo de Desarrollo Regional (FEDER, EU) [CTQ2016-76782-P, CTQ2016-81797-REDC]
  10. Generalitat Valenciana [PROMETEO 2009/039, PROMETEOII/2014/017]
  11. Junta de Andalucia [2012/FQM 1078]

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This review summarizes the trends in the formation of complex or not so complex heterocyclic structures through 1,3-dipolar cycloadditions of azomethine ylides. Diastereo- and enantioselective processes as well as non-asymmetric cycloadditions constitute very important synthetic tools for achieving these compounds. This review covers the literature from 2015 through 2016 and organizes the research in terms of biologically important heterocycles and natural products from cascade 1,3-dipolar cycloadditions of azomethine ylides to the simpler forms of 1,3-dipolar cycloaddition. 1 Introduction 2 Synthesis of Spirooxindoles 3 Synthesis of Spiropyrrolidines 4 Synthesis of Spiropiperidines and Piperidines 5 Synthesis of Pyrrolidines and Fused Pyrrolidines 6 Synthesis of Pyrrolizidines and Indolizidines 7 Synthesis of Quinolone and Isoquinolines 8 Conclusions

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