Mechanistic investigation of the selective reduction of Meldrurn's acids to beta-hydroxy acids using SmI2 and H2O

作者：Szostak Michal^*; Lyons Sarah E; Spain Malcolm; Procter David J

来源：Chemical Communications, 2014, 50(61): 8391-8394.

DOI：10.1039/c4cc03216k

The mechanism of a recently reported first mono-reduction of cyclic 1,3-diesters (Meldrum's acids) to beta-hydroxy acids with SmI2-H2O has been studied using a combination of reactivity, deuteration, kinetic isotope and radical clock experiments. Most crucially, the data indicate that the reaction proceeds via reversible electron transfer and that water, as a ligand for SmI2, stabilizes the radical anion intermediate rather than only promoting the first electron transfer as originally proposed.

• 出版日期2014-8-7