190004-42-3Relevant academic research and scientific papers
Stereoselectivity in the amination of chiral cyclohex-3-en-1-one ketals
Fioravanti, Stefania,Luna, Giuseppe,Pellacani, Lucio,Tardella, Paolo A.
, p. 4779 - 4786 (1997)
Optically active cyclohex-3-en-1-one ketals by photolysis of N3CO2-Et or N3C(OEt)NMs or by CaO induced α-elimination of NsONHCO2Et give diastereomeric aziridines (up to 72% yields, up to 60% d.e.). A simple HPLC separation allows to obtain practically pure aziridines. The conversion of the main product to the ketal of (R)-N-(ethoxycarbonyl)-β-aminocyclohexanone is also reported and a further oxidation directly gives a derivative of (R)-2-aminoadipic acid.
