902518-40-5Relevant articles and documents
TMSCH2Li-LiDMAE: a new nonnucleophilic reagent for C-2 lithiation of halopyridines
Doudouh, Abdelatif,Gros, Philippe C.,Fort, Yves,Woltermann, Christopher
, p. 6166 - 6171 (2007/10/03)
A new superbasic reagent has been discovered by combining TMSCH2Li and LiDMAE in hexane. This reagent was found highly efficient for the C-2 lithiation of sensitive chloro- and fluoropyridines. The metallation occurred chemo- and regioselectively at 0 °C avoiding the nucleophilic addition or substrate degradation commonly obtained with other alkyllithiums even at lower temperatures.