38570-10-4Relevant academic research and scientific papers
Thermolyse de nitro-3 pyrrolidines. Obtention de pyrrolines-3 par elimination de HNO2
Benhaoua, Hadj,Danion-Bougot, Renee,Carrie, Robert
, p. 409 - 412 (2007/10/02)
The cycloaddition of an azomethine ylide to an α-nitro alkene with a single orientation has been carried out and HNO2 has been removed thermally from the resulting 3-nitropyrrolidine according to a radical mechanism giving rise to a 3-pyrroline.Thus α-nitro alkenes behave like potential alkynes.Usually, alkynes give rise to the two possible orientations in 1,3 dipolar cycloadditions.
Cycloadditions dipolaires 1,3 aux derives nitres α ethyleniques, acetyleniques potentiels. I. Reaction avec des ylures d'azomethine. Orientation et stereochimie de la cycloaddition
Benhaoua, Hadj,Piet, Jean-Claude,Danion-Bougot, Renee,Toupet, Loic,Carrie, Robert
, p. 325 - 338 (2007/10/02)
The stereochemistry of the nitroolefins 1 prepared by known methods was unambigously established.Their reactions with azomethine ylides (e.g. 8) was studied and the stereochemistry of the adducts as well.This preliminary work was necessary to substantiate a discussion of structural (pyrrolidines conformational analysis) and mechanistic problems (dipolarophile-azomethine ylide approach and HNO2 elimination from the nitro pyrrolidines).
