Synthesis 2017; 49(13): 2819-2851
DOI: 10.1055/s-0036-1588423
short review
© Georg Thieme Verlag Stuttgart · New York

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

H. Ali Döndas*
a  Mersin University, Faculty of Pharmacy, Yenisehir Campus 33169 Yenisehir, Mersin, Turkey
,
María de Gracia Retamosa
b  Instituto de Investigaciones Químicas (CSIC-US) and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Avda, Américo Vespucio, 49,41092 Sevilla, Spain
,
José M. Sansano
c  Departamento de Química Orgánica, Instituto de Síntesis Orgánica (ISO) and Centro de Innovación en Química Avanzada (ORFEO-CINQA), University of Alicante, 03080 Alicante, Spain   Email: [email protected]
› Author Affiliations
Further Information

Publication History

Received: 23 January 2017

Accepted after revision: 02 April 2017

Publication Date:
07 June 2017 (online)


Dedicated to Prof. Ronald E. Grigg

Abstract

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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