849402-57-9Relevant academic research and scientific papers
Stereoselective synthesis of 4-aminomethyl-3-hydroxyprolinols and ring expansion into enantiopure polyfunctionalized piperidines
Deyine, Abdallah,Delcroix, Jean-Marc,Langlois, Nicole
, p. 207 - 214 (2004)
A stereoselective route was developed to synthesize enantiopure 3,4,5-trisubstituted piperidines in few steps. The functionalities were introduced starting from (S)-pyroglutaminol as chiral material. The method is based on the 1,3-dipolar cycloaddition of N-benzylnitrone to a derived bicyclic α,β-ethylenic lactam, followed by a ring enlargement of five to six membered nitrogen heterocycles through aziridinium ions.
Stereoselective synthesis of conformationally constrained (2S,3S)-3-hydroxyornithine
de Cienfuegos, Luis Alvarez,Langlois, Nicole
, p. 1863 - 1866 (2007/10/03)
A convenient and efficient route is described for the highly stereoselective synthesis of δ-amino protected and conformationally restricted (2S,3S)-3-hydroxyornithine through the N-benzylnitrone adduct to the α,β-unsaturated bicyclic lactam 2 derived from
