Recent advances in the chemoselective reduction of functional groups mediated by samarium(ii) iodide

A single electron transfer approach

Michal Szostak, Malcolm Spain, David J. Procter

Research output: Contribution to journalReview article

121 Citations (Scopus)

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.

Original languageEnglish (US)
Pages (from-to)9155-9183
Number of pages29
JournalChemical Society Reviews
Volume42
Issue number23
DOIs
StatePublished - Dec 7 2013

Fingerprint

Samarium
Iodides
Functional groups
Electrons
Reducing Agents
Aldehydes
Hydrides
Hydrogenation
Protons
Metals
Thermodynamics

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

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Recent advances in the chemoselective reduction of functional groups mediated by samarium(ii) iodide : A single electron transfer approach. / Szostak, Michal; Spain, Malcolm; Procter, David J.

In: Chemical Society Reviews, Vol. 42, No. 23, 07.12.2013, p. 9155-9183.

Research output: Contribution to journalReview article

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