Merck, 347116-1L, Samarium(II) iodide solution

Application
Samarium(II) iodide solution (SmI₂) can be used as a reagent in the synthesis of:
Benzannulated pyrrolizidines and indolizidines by SmI₂-induced cyclizations of indole derivatives.
Chiral 4-substituted 2-oxazolidinones and 5,5-disubstituted oxazolidinones through asymmetric Reformatsky type reaction.
γ-Aminoalkyl substituted γ-butyrolactones via ketyl-alkene coupling reaction.

It can also be used in:
Reduction of conjugated double and triple bonds into alkenes using SmI₂/H₂O/amine mixtures.
Conversion of β-hydroxyketones into 1,3-diols by SmI₂/H₂O/Et₃N.
Selective reduction of 6-membered lactones to the corresponding diols/triols using SmI₂-H₂O reagent system.

SmI₂ is an effective single-electron reducing agent for the promotion of ketone-olefin, ketyl aryl cyclizations, and pinacol coupling reactions under mild conditions. Often both intramolecular and intermolecular couplings proceed in a highly stereoselective fashion. It is also used in the synthesis of new heteroleptic samarium aryloxide/cyclopentadienide complexes.
Packaging
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
Legal Information
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