Issue 34, 2015

The ‘Ireland’ one-pot alcohol oxidation coupling reactions: celebrating 30 years of diverse synthesis

Abstract

In 1985, Robert Ireland and co-worker were devising synthetic routes to polyether ionophore antibiotics and during this process several highly reactive aldehydes were encountered, which made their isolation and subsequent elaboration difficult. To circumvent this problem, the synthetic route commenced from the alcohol which was oxidized to the aldehyde and, to the crude mixture, was added the nucleophile. This procedure, dubbed the ‘Ireland’ oxidative process was found to be highly successful and adapted by many research groups the world over. As we celebrate 30 years since this landmark discovery, the following review will take a journey of the most innovative and wonderful applications of this process.

Graphical abstract: The ‘Ireland’ one-pot alcohol oxidation coupling reactions: celebrating 30 years of diverse synthesis

Article information

Article type
Review Article
Submitted
26 Jun 2015
Accepted
17 Jul 2015
First published
20 Jul 2015

Org. Biomol. Chem., 2015,13, 8958-8977

The ‘Ireland’ one-pot alcohol oxidation coupling reactions: celebrating 30 years of diverse synthesis

V. Jeena and R. S. Robinson, Org. Biomol. Chem., 2015, 13, 8958 DOI: 10.1039/C5OB01308A

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