Literature DB >> 22871283

Recent advances in the chemistry of SmI(2)-H(2)O.

Brice Sautier1, David J Procter.   

Abstract

Recent work from our laboratories has shown SmI(2)-H(2)O to be a versatile, readily-accessible and non-toxic reductant that is more powerful than SmI(2). This review describes the reduction of functional groups that were previously thought to lie beyond the reach of SmI(2) and complexity-generating cyclisations and cyclisation cascades triggered by the reduction of the ester carbonyl group with SmI(2)-H(2)O.

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Year:  2012        PMID: 22871283     DOI: 10.2533/chimia.2012.399

Source DB:  PubMed          Journal:  Chimia (Aarau)        ISSN: 0009-4293            Impact factor:   1.509


  4 in total

1.  Overturning established chemoselectivities: selective reduction of arenes over malonates and cyanoacetates by photoactivated organic electron donors.

Authors:  Eswararao Doni; Bhaskar Mondal; Steven O'Sullivan; Tell Tuttle; John A Murphy
Journal:  J Am Chem Soc       Date:  2013-07-19       Impact factor: 15.419

2.  Selective reduction of barbituric acids using SmI2/H2O: synthesis, reactivity, and structural analysis of tetrahedral adducts.

Authors:  Michal Szostak; Brice Sautier; Malcolm Spain; Maike Behlendorf; David J Procter
Journal:  Angew Chem Int Ed Engl       Date:  2013-10-09       Impact factor: 15.336

3.  Uncovering the importance of proton donors in TmI2-promoted electron transfer: facile C-N bond cleavage in unactivated amides.

Authors:  Michal Szostak; Malcolm Spain; David J Procter
Journal:  Angew Chem Int Ed Engl       Date:  2013-06-12       Impact factor: 15.336

4.  Development of an additive-controlled, SmI2-mediated stereoselective sequence: Telescoped spirocyclisation, lactone reduction and Peterson elimination.

Authors:  Brice Sautier; Karl D Collins; David J Procter
Journal:  Beilstein J Org Chem       Date:  2013-07-18       Impact factor: 2.883

  4 in total

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