Synthesis 2016; 48(20): 3470-3478
DOI: 10.1055/s-0035-1562466
short review
© Georg Thieme Verlag Stuttgart · New York

Metal-Catalyzed Cyclizations to Pyran and Oxazine Derivatives

Jesús A. Varela
Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS) e Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain   Email: carlos.saa@usc.es
,
Carlos Saá*
Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS) e Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain   Email: carlos.saa@usc.es
› Author Affiliations
Further Information

Publication History

Received: 03 June 2016

Accepted: 06 June 2016

Publication Date:
26 July 2016 (online)


Abstract

Pyrans are privileged heterocyclic structures found in numerous natural compounds with extraordinary biological activities. The synthesis of these relevant structures has attracted a great deal of attention over the years. Catalytic methodologies based on the activation of neutral unsaturated functionalities of acyclic compounds that undergo intramolecular cyclizations have achieved prominent synthetic relevance. In this short review, we discuss the successful construction of dihydropyran and dihydro-1,4-oxazine derivatives from acyclic precursors by metal-catalyzed intramolecular cyclizations through carbon–carbon, carbon–oxygen, and carbon–nitrogen bond formation. Remarkable synthetic applications are highlighted.

1 Introduction

2 3,4-Dihydropyrans

3 3,4-Dihydro-1,4-oxazines

4 3,6-Dihydropyrans

5 Synthetic Applications

6 Summary

 
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