25458-50-8Relevant academic research and scientific papers
Controlled anion migrations with a mixed metal Li/K-TMP amide: General application to benzylic metalations
Fleming, Patricia,Oshea, Donal F.
supporting information; experimental part, p. 1698 - 1701 (2011/04/17)
A general method is described for benzylic metalation of o-, m-, and p-substituted toluenes using a mixed metal amide base generated from BuLi/KOtBu/TMP at -78 °C in THF. The excellent selectivity achieved can be rationalized by the ability of the mixed metal amide base to facilitate an anion migration from the kinetic (o-aryl) to the benzylic metalation site. Remarkably, this controlled anion migration is achievable with catalytic amounts of TMP at -78 °C.
