jo7b03278_si_001.pdf (2.79 MB)
Domino Reaction of Pyrrolidinium Ylides: Michael Addition/[1,2]-Stevens Rearrangement
journal contribution
posted on 2018-03-13, 14:23 authored by Anna Kowalkowska, Andrzej Jończyk, Jan K. MaurinA novel
domino reaction featuring a Michael addition/[1,2]-Stevens
rearrangement reaction of pyrrolidinium ylides with electrophilic
alkenes is described. Ylides generated under mild conditions from
2-aryl-N-cyanomethyl-N-methylpyrrolidinium
salts entered the Michael addition, followed by a [1,3]-hydrogen shift
and finally the [1,2]-Stevens rearrangement to give 3-aryl-2-cyano-2-(2-EWG-ethyl)-1-methylpiperidines.