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 2equiv of DMAE and 1equiv of anthracene and Sm(II).
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