Helvetica Chimica Acta

CH??Acidität in α??Stellung zum N??Atom in N, N??dialkylamiden mit sterisch geschützter Carbonylgruppe zur nucleophilen minoalkylierung

R Schlecker, D Seebach, W Lubosch

Index: Schlecker,R. et al. Helvetica Chimica Acta, 1978 , vol. 61, p. 512 - 526

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Citation Number: 46

Abstract

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 ...