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

TETRAHEDRON LETTERS

卷:56

Article

Chciuk, Tesia V.¹  Boland, Brian P.¹  Flowers, Robert A., II¹ 

[1] Lehigh Univ, Dept Chem, Bethlehem, PA 18015 USA

关键词: Samarium diiodide;    Proton donor;    Electron transfer;    Reduction;    DMAE;   

DOI  :  10.1016/j.tetlet.2014.12.095

来源: Elsevier

【 摘 要 】

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). (C) 2014 Elsevier Ltd. All rights reserved.

【 授权许可】

Free