Domino Reaction of Pyrrolidinium
Ylides: Michael Addition/[1,2]-Stevens
Rearrangement
Posted on 2018-03-13 - 14:23
A 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.
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Kowalkowska, Anna; Jończyk, Andrzej; Maurin, Jan K. (2018). Domino Reaction of Pyrrolidinium
Ylides: Michael Addition/[1,2]-Stevens
Rearrangement. ACS Publications. Collection. https://doi.org/10.1021/acs.joc.7b03278
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AUTHORS (3)
AK
Anna Kowalkowska
AJ
Andrzej Jończyk
JM
Jan K. Maurin