B(C6F5)3-Catalyzed C-H Alkylation of N-Alkylamines Using Silicon Enolates without External Oxidant was written by Chan, Jessica Z.;Chang, Yejin;Wasa, Masayuki. And the article was included in Organic Letters in 2019.Quality Control of 1,2,2,6,6-Pentamethylpiperidine This article mentions the following:
An efficient method for the coupling of N-alkylamines with silicon enolates to generate 尾-amino carbonyl compounds is disclosed. These reactions proceed by activation of 伪-amino C-H bonds by B(C6F5)3, which likely generates a “frustrated” acid/base complex in the presence of large N-alkylamines. The transformation requires no external oxidant and releases hydrosilane as a byproduct. The utility of this method is demonstrated in the late-stage functionalization of bioactive mols. such as citalopram, atomoxetine, and fluoxetine. In the experiment, the researchers used many compounds, for example, 1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0Quality Control of 1,2,2,6,6-Pentamethylpiperidine).
1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Piperidine derivatives bearing a masked aldehyde function in the 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Quality Control of 1,2,2,6,6-Pentamethylpiperidine
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem