82101-67-5Relevant 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.
Reductive lithiation of arylalkyl methyl ethers
Azzena, Ugo,Carta, Simonetta,Melloni, Giovanni,Sechi, Alessandra
, p. 16205 - 16212 (2007/10/03)
We have investigated the reductive cleavage of arylalkyl methyl ethers with an excess of lithium metal and a catalytic amount of naphthalene. The reaction proceeds regioselectively in the presence of various substituents on the aromatic ring, allowing access to a wide array of arylalkyl lithium derivatives some of which are not easily accessible by conventional methods.
