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

Lorenzo Piola; Jose Antonio Fernandez Salas; Simone Manzini; Steven Patrick Nolan

doi:10.1039/c4ob01798f

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

Lorenzo Piola, Jose Antonio Fernandez Salas, Simone Manzini, Steven Patrick Nolan

Research output: Contribution to journal › Article › peer-review

38 Citations (Scopus)

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.

Original language	English
Pages (from-to)	8683-8688
Number of pages	6
Journal	Organic & Biomolecular Chemistry
Volume	12
Early online date	18 Sept 2014
DOIs	https://doi.org/10.1039/c4ob01798f
Publication status	Published - 2014

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title = "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.",

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doi = "10.1039/c4ob01798f",

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AU - Piola, Lorenzo

AU - Fernandez Salas, Jose Antonio

AU - Manzini, Simone

AU - Nolan, Steven Patrick

PY - 2014

Y1 - 2014

N2 - 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.

AB - 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.

U2 - 10.1039/c4ob01798f

DO - 10.1039/c4ob01798f

M3 - Article

SN - 1477-0520

VL - 12

SP - 8683

EP - 8688

JO - Organic & Biomolecular Chemistry

JF - Organic & Biomolecular Chemistry

ER -

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

Abstract

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