Issue 36, 2014

Palladium-catalyzed Suzuki reaction in aqueous solvents applied to unprotected nucleosides and nucleotides

Abstract

Nucleoside analogues have attracted much attention due to their potential biological activities. Amongst all synthetic nucleosides, C5-modified pyrimidines and C2- or C8-modified purines have been particularly studied. A large variety of palladium cross-coupling reactions, with a majority of them based on the Suzuki–Miyaura reaction, have been developed for preparing the desired nucleoside derivatives. Our objective is to focus this review on the Suzuki–Miyaura cross-coupling of nucleosides using methodologies compatible with green chemistry and sustainable development for one part and bioorthogonality for the other part, which means using aqueous medium and no protection/deprotection steps.

Graphical abstract: Palladium-catalyzed Suzuki reaction in aqueous solvents applied to unprotected nucleosides and nucleotides

Article information

Article type
Review Article
Submitted
23 Des 2013
Accepted
13 Mac 2014
First published
13 Mac 2014

RSC Adv., 2014,4, 18558-18594

Author version available

Palladium-catalyzed Suzuki reaction in aqueous solvents applied to unprotected nucleosides and nucleotides

G. Hervé, G. Sartori, G. Enderlin, G. Mackenzie and C. Len, RSC Adv., 2014, 4, 18558 DOI: 10.1039/C3RA47911K

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