Issue 43, 2014

Regioselective ruthenium catalysed H–D exchange using D2O as the deuterium source

Abstract

An efficient and convenient ruthenium catalysed method for a regiospecific H/D exchange using D2O is described. Organic moieties such as pyridine, oxazole, imidazole, pyrazole, ester, ketone and carboxylic acid have been found effective directing groups in this transformation. In addition, the deuteration of the enantiopure (S)-Ketoprofen leads to the incorporation of three deuterium atoms with retention of molecular chirality.

Graphical abstract: Regioselective ruthenium catalysed H–D exchange using D2O as the deuterium source

Supplementary files

Article information

Article type
Paper
Submitted
22 Aug 2014
Accepted
18 Sep 2014
First published
18 Sep 2014

Org. Biomol. Chem., 2014,12, 8683-8688

Author version available

Regioselective ruthenium catalysed H–D exchange using D2O as the deuterium source

L. Piola, J. A. Fernández-Salas, S. Manzini and S. P. Nolan, Org. Biomol. Chem., 2014, 12, 8683 DOI: 10.1039/C4OB01798F

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