194607-35-7Relevant academic research and scientific papers
Stereoselective azide cycloaddition to chiral cyclopentanone enamines
Fioravanti, Stefania,Pellacani, Lucio,Ricci, Damiano,Tardella, Paolo A.
, p. 2261 - 2266 (1997)
The enamine derived from cyclopentanone and (2R,5R)-2,5-bis(methoxymethyl )pyrrolidine added ethyl N-mesylazidoformimidate [N3C(OEt)NMs] and ethyl azidoformate (N3CO2Et) with high asymmetric induction (>95%), while the corresponding cyclohexanone enamine gave ring contraction products. With the same azides the cyclopentanone enamine, prepared from (S)-2-(methoxymethyl)pyrrolidine gave N-substituted α-amino cyclopentanones in moderate enantiomeric excess.
