1373353-97-9Relevant academic research and scientific papers
The asymmetric organocatalytic 1,3-dipolar cycloaddition of alkyl pyruvate-derived nitrones and α,β-unsaturated aldehydes
Weselinski, Lukasz,Kalinowska, Eleonora,Jurczak, Janusz
, p. 264 - 270 (2012)
The catalytic asymmetric 1,3-dipolar cycloaddition of pyruvate-derived nitrones to α,β-unsaturated aldehydes was investigated in the presence of various chiral amines. Highly functionalized isoxazolidines containing a quaternary stereocenter were obtained in moderate yields with up to 92% ee. To the best of our knowledge, this is the first example of an enantioselective 1,3-dipolar cycloaddition of ketonitrones. The model product was subsequently transformed into a 2-pyrrolidinone derivative in two steps.
Organocatalytic enantio- and diastereoselective 1,3-dipolar cycloaddition between alanine-derived ketonitrones and E-crotonaldehyde: Efficiency and full stereochemical studies
Selim, Khalid B.,Beauchard, Anne,Lhoste, Jér?me,Martel, Arnaud,Laurent, Mathieu Y.,Dujardin, Gilles
, p. 1670 - 1677 (2013/02/23)
Highly enantio- and exo-selective 1,3-dipolar cycloadditions of alanine-derived ketonitrones to E-crotonaldehyde could be realized in a good yield by the use of a chiral imidazolidinone salt without the addition of water. The origin of the stereoselectivi
