882182-36-7Relevant academic research and scientific papers
An approach to 2-cyanopyrrolidines bearing a chiral auxiliary
Grygorenko, Oleksandr O.,Kopylova, Nataliya A.,Mikhailiuk, Pavel K.,Meissner, Anja,Komarov, Igor V.
, p. 290 - 297 (2007)
The reaction of 2-methyl-2-((1-phenylethyl)amino)propanenitrile with different γ-halocarbonyl compounds is investigated. The influence of different parameters such as the nature of the substrate and solvent, is discussed. The reaction is considered as a convenient route to 2-cyanopyrrolidines in the case of aliphatic γ-halocarbonyl compounds possessing a reasonably reactive carbonyl group. In many cases, the products can be obtained as single enantiomers. It is shown that cyclopropyl ketones can also react with 2-methyl-2-((1-phenylethyl)amino)propanenitrile to give 2-cyanopyrrolidines. A mechanistic scheme is proposed in order to explain the experimental facts observed.
Stereoselective synthesis of 2,4-methanoproline homologues
Grygorenko, Oleksandr O.,Artamonov, Oleksiy S.,Palamarchuk, Gennady V.,Zubatyuk, Roman I.,Shishkin, Oleg V.,Komarov, Igor V.
, p. 252 - 258 (2007/10/03)
The stereoselective synthesis of 2-azabicyclo[2.2.1]heptane-1-carboxylic acid and 6-azabicyclo[3.2.1]octane-5-carboxylic acid, novel rigid bicyclic proline analogues, is reported. The synthesis was performed in five steps from the corresponding 2-cycloalk
