Mechanistic study of the samarium diiodide—N,N-dimethyl-2-aminoethanol reducing system

TitleMechanistic study of the samarium diiodide—N,N-dimethyl-2-aminoethanol reducing system
Publication TypeJournal Article
Year of Publication2015
AuthorsChciuk TV, Boland BP, Flowers, II RA
JournalTetrahedron Letters
Volume56
Issue23
Start Page3212
Pagination3212-3215
Date PublishedJune 2015
Abstract

The impact of N,N-dimethyl-2-aminoethanol (DMAE) on the reactivity of SmI2 is presented. The SmI2–DMAE reagent system is capable of reducing a range of substrates including alkyl halides, ketones, lactones, and arenes. Mechanistic studies on anthracene reduction are consistent with a system that proceeds through a highly ordered, early transition state requiring 2 equiv of DMAE and 1 equiv of anthracene and Sm(II)

URLhttp://www.sciencedirect.com/science/article/pii/S0040403914021728
DOI10.1016/j.tetlet.2014.12.095