Copper-Catalyzed Oxidation of Alkenes and Heterocycles

Ana Leticia García-Cabeza; F. Javier Moreno-Dorado; María J. Ortega; Francisco M. Guerra

doi:10.1055/s-0035-1561649

Synthesis, Table of Contents

Synthesis 2016; 48(15): 2323-2342
DOI: 10.1055/s-0035-1561649

short review

Copper-Catalyzed Oxidation of Alkenes and Heterocycles

Ana Leticia García-Cabeza

^aDepartamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, Polígono Río San Pedro s/n. 11510 Puerto Real, Cádiz, Spain

,

F. Javier Moreno-Dorado

^aDepartamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, Polígono Río San Pedro s/n. 11510 Puerto Real, Cádiz, Spain

,

María J. Ortega

^bDepartamento de Química Orgánica, Facultad de Ciencias del Mar y Ambientales, Universidad de Cádiz, Polígono Río San Pedro s/n. 11510 Puerto Real, Cádiz, Spain Email: francisco.guerra@uca.es

,

Francisco M. Guerra*

^aDepartamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, Polígono Río San Pedro s/n. 11510 Puerto Real, Cádiz, Spain

› Author Affiliations

Abstract

All articles of this category

Dedicated to Professor Guillermo M. Massanet on the occasion of his 70^th birthday

Abstract

A variety of copper species catalyze the allylic oxidation of olefins and the introduction of an ester group at the α-position of a heterocycle. Both transformations are closely related in terms of reaction conditions and radical species involved. This short review highlights the progress made in these two types of oxidations, emphasizing work that has occurred within the last fifteen years.

1 Introduction

2 General Overview of the Copper-Catalyzed Allylic Oxidation of Olefins

3 Mechanistic Considerations

4 Enantioselective Version of the Allylic Oxidation of Olefins

5 Other Landmarks of the Copper-Catalyzed Oxidation of Olefins

6 α-Oxidation of Heterocycles

7 Reactions in Heterogeneous Phase

8 Applications

9 Summary

Key words

allylic oxidation - α-acyloxylation - copper - Kharasch–Sosnovsky reaction - olefins - heterocycles

Full Text

References

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