Issue 23, 2013

Recent advances in the chemoselective reduction of functional groups mediated by samarium(ii) iodide: a single electron transfer approach

Abstract

Recently, samarium(II) iodide reductants have emerged as powerful single electron donors for the highly chemoselective reduction of common functional groups. Complete control of the product formation can be achieved on the basis of a judicious choice of a Sm(II) complex/proton donor couple, even in the presence of extremely sensitive functionalities (iodides, aldehydes). In most cases, the reductions are governed by thermodynamic control of the first electron transfer, which opens up new prospects for unprecedented transformations via radical intermediates under mild regio-, chemo- and diastereoselective conditions that are fully orthogonal to hydrogenation or metal-hydride mediated processes.

Graphical abstract: Recent advances in the chemoselective reduction of functional groups mediated by samarium(ii) iodide: a single electron transfer approach

Article information

Article type
Review Article
Submitted
01 Jul 2013
First published
06 Sep 2013

Chem. Soc. Rev., 2013,42, 9155-9183

Recent advances in the chemoselective reduction of functional groups mediated by samarium(II) iodide: a single electron transfer approach

M. Szostak, M. Spain and D. J. Procter, Chem. Soc. Rev., 2013, 42, 9155 DOI: 10.1039/C3CS60223K

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