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

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...

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Veröffentlicht in:Chemical Society reviews 2013-12, Vol.42 (23), p.9155-9183
Hauptverfasser: Szostak, Michal, Spain, Malcolm, Procter, David J
Format: Artikel
Sprache:eng
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Zusammenfassung: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. Recently, samarium( ii ) iodide reductants have emerged as powerful single electron donors for the highly chemoselective reduction of common functional groups.
ISSN:0306-0012
1460-4744
DOI:10.1039/c3cs60223k