Mercadante, Michael A. published the artcile1,3-γ-Silyl-elimination in electron-deficient cationic systems, Related Products of piperidines, the publication is Chemical Science (2014), 5(10), 3983-3994, database is CAplus.
Placement of an electron-withdrawing trifluoromethyl group (-CF3) at a putative cationic center enhanced γ-silyl neighboring-group participation (NGP). In stark contrast to previously studied γ-silyl-substituted systems, the preferred reaction pathway was 1,3-γ-silyl elimination, giving ring closure over solvent substitution or alkene formation. The scope of this cyclopropanation reaction was explored for numerous cyclic and acyclic examples, proving this method to be a viable approach for preparing CF3-substituted cyclopropanes and bicyclic systems, both containing quaternary centers. Rate-constants, kinetic isotope effects, and quantum mech. calculations provided evidence for this enhancement and further elaborated the disparity in the reaction outcome between these systems and previously studied γ-silyl systems.
Chemical Science published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Related Products of piperidines.
Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem