89597-97-7Relevant articles and documents
Stereoselectivity in Reactions of Metal Complexes. Part XVII. Synthesis of Three New Optically Active Triamines: 2,6-Bismethyl>pyridine, 2,6-Bismethyl>pyridine, and 2,6-Bispyrro...
Bernauer, Klaus,Chuard, Thierry,Stoeckli-Evans, Helen
, p. 2263 - 2273 (1993)
The three new optically active triamines derived from 2,6-bis(aminomethyl)pyridine, i.e. 2,6-bis1melhyl>pyridine (3a), 2,6-bismethyl>-pyridine (3b), and 2,6-bispyrrolidin-1-yl>methyl>pyridine (3c), were synthesized.The equilibrium behaviour in solution and Cu(II) complex formation were studied by acidimetric titration and by UV/VIS and CD measurements.It was found that in aqueous solution, 3a can coordinate one of the CH2OH groups to Cu(II) upon deprotonation.X-Ray crystal structures were determined for the complexes ClO4*H2O, ClO4, and ClO4.In the solid state, coordination of both the OH and the alkoxy goups was observed, and the three ligands are pentacoordinated.
Transition-metal-free synthesis of 3-(1-pyrrolidinyl)quinolines and 3-(1-pyrrolidinyl)quinoline 1-oxides via a one-pot reaction of 3-(1-pyrrolidinyl)crotonates with nitrobenzenes
Bujok, Robert,Cmoch, Piotr,Wróbel, Zbigniew,Wojciechowski, Krzysztof
, p. 2397 - 2402 (2017/03/20)
A carbanion of tert-butyl 3-(1-pyrrolidinyl)crotonate adds to nitrobenzenes to form σH-adducts, which in the presence of pivaloyl chloride and triethylamine are converted into 3-(1-pyrrolidinyl)quinolines or 3-(1-pyrrolidinyl)quinoline 1-oxides depending on the nitrobenzene structure. This is the first methodology in which a quinoline ring is constructed from a substrate bearing a pyrrolidinyl ring. Starting from optically pure enamines, the method allows synthesis of the corresponding chiral products without racemisation.
Rhodium-Catalyzed Asymmetric Synthesis of β-Branched Amides
Wu, Zhao,Laffoon, Joshua D.,Nguyen, Trang T.,McAlpin, Jacob D.,Hull, Kami L.
, p. 1371 - 1375 (2017/01/24)
A general asymmetric route for the one-step synthesis of chiral β-branched amides is reported through the highly enantioselective isomerization of allylamines, followed by enamine exchange, and subsequent oxidation. The enamine exchange allows for a rapid and modular synthesis of various amides, including challenging β-diaryl and β-cyclic.
