865876-51-3Relevant academic research and scientific papers
Synthesis of highly substituted pyrrolidines via palladium-catalyzed cyclization of 5-vinyloxazolidinones and activated alkenes
Knight, Julian G.,Stoker, Paul A.,Tchabanenko, Kirill,Harwood, Simon J.,Lawrie, Kenneth?W.M.
, p. 3744 - 3750 (2008/09/21)
N-Tosyl-5,5-divinyloxazolidin-2-one undergoes a palladium-catalyzed decarboxylative cyclization across a range of electrophilic alkenes to give the corresponding pyrrolidine derivatives bearing two contiguous quaternary centres. Alkenes bearing two electron-withdrawing groups are required; pyrrolidines were not formed from mono-activated alkenes. Bulky, electron-rich phosphines promote pyrrolidine formation with less highly electrophilic, doubly activated alkenes, and a dramatic improvement is observed in the presence of iodide.
Synthesis of highly substituted pyrrolidines via palladium catalysed formal [2+3] cycloaddition of 5-vinyloxazolidin-2-ones to activated alkenes
Knight, Julian G.,Tchabanenko, Kirill,Stoker, Paul A.,Harwood, Simon J.
, p. 6261 - 6264 (2007/10/03)
Glycine-derived N-tosyl-5,5-divinyloxazolidin-2-one 10 undergoes a palladium catalysed decarboxylative ring-opening cyclization with strongly electron deficient alkylidenemalonate derivatives to give highly substituted pyrrolidines 14 containing two contiguous quaternary centres.
