864079-38-9Relevant academic research and scientific papers
Hydride-promoted ring expansion of 2-azaspiropyrrolinium salts: An approach towards the synthesis of (-)-nitramine
Alonso, Erick Rosas,Tehrani, Kourosch Abbaspour,Boelens, Mark,De Kimpe, Norbert
, p. 1726 - 1730 (2007/10/03)
An enantioselective approach toward the synthesis of the spiroalkaloid (-)-nitramine was achieved by electrophile-induced cyclization of a suitably substituted and protected chiral α-allylcyclohexanecarboxaldimine. Its hydride-promoted ring expansion after spirocyclization gave rise to the competitive formation of isomeric spiropyrrolidines and a spiropiperidine, the latter being further transformed into (-)-nitramine. Georg Thieme Verlag Stuttgart.
