451492-33-4Relevant academic research and scientific papers
Kinetic acidity of iminium ions. 2-Alkynyl- and 2,5-dialkynyl-pyrrolidines via the iminium ion route to azomethine ylides
Grigg, Ronald,Sridharan, Visuvanathar,Thornton-Pett, Mark,Wang, Jun,Xu, Juan,Zhang, Jin
, p. 2627 - 2640 (2002)
Condensation of carboxaldehydes with appropriate secondary propargylamines furnishes iminium ions which undergo regioselective deprotonation at the propargylic methylene group to generate azomethine ylides. Interception of the latter by N-methyl or N-phenyl maleimide furnishes 2- and 2,5-dialkynyl-pyrrolidines.
