Summary Sterically protected amides 1 such as the 2, 4, 6-triisopropyl-benzoic acid derivatives 3, 8b and 10 undergo readily H/Li-exchange with s-butyllithium at the CH3N-or CH2N-groups. The resulting organolithium compounds (cJ: 9, 11) are alkylated and hydroxyalkylated with primary haloalkanes, aldehydes, and ketones under chain elongation in the amine position of the amides. The (EI2)-rotamers of the dialkylamides 7 and 8 are ...
[Ionkin, Alex S.; Marshall, William J.; Fish, Brian M.; Marchione, Alexander A.; Howe, Laurie A.; Davidson, Fredric; McEwen, Charles N. European Journal of Inorganic Chemistry, 2008 , # 15 p. 2386 - 2390]