Description

• 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.[1]Chiral 4-substituted 2-oxazolidinones and 5,5-disubstituted oxazolidinones through asymmetric Reformatsky type reaction.[2]γ-Aminoalkyl substituted γ-butyrolactones via ketyl-alkene coupling reaction.[3]It can also be used in:Reduction of conjugated double and triple bonds into alkenes using SmI2/H2O/amine mixtures.[4]Conversion of β-hydroxyketones into 1,3-diols by SmI2/H2O/Et3N.[5]Selective reduction of 6-membered lactones to the corresponding diols/triols using SmI2-H2O reagent system.[6]SmI2 is an effective single-electron reducing agent for the promotion of ketone-olefin, ketyl aryl cyclizations, and pinacol coupling reactions under mild conditions.[7][8][9] Often both intramolecular[10] and intermolecular[10] couplings proceed in a highly stereoselective fashion. It is also used in the synthesis of new heteroleptic samarium aryloxide/cyclopentadienide complexes.[11][12]
• 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: Sure/Seal is a trademark of Sigma-Aldrich Co. LLC