72735-44-5Relevant academic research and scientific papers
Studies on the [2,3]-Stevens rearrangement of aziridinium ions
Rowlands, Gareth J.,Kentish Barnes, William
, p. 5347 - 5350 (2004)
The aziridinium ylide generated by the intramolecular reaction of a metal carbenoid tethered to a vinylaziridine undergoes [2,3]-Stevens rearrangement to furnish the indolizidine skeleton. It is essential that the correct nitrogen invertomer is used or a competing [1,5]-hydrogen shift predominates. During the preparation of a second system a 'one-pot' acylation-[3,3]-Claisen rearrangement was observed, delivering a seven-membered lactam.
Ring Expansion of Aziridines to Piperidines using the Aza-Wittig Rearrangement
Coldham, Iain,Collis, Alan J.,Mould, Roger J.,Rathmell, Richard E.
, p. 3557 - 3560 (2007/10/02)
A one-pot, two-step synthesis of unsaturated piperidines from 2-keto aziridines is reported.Treatment of a range of 2-keto aziridines with two equivalents of a phosphonium ylide generates intermediate vinyl aziridines which rearrange by a -sigmatropi
Synthesis of 4-phenylpiperidines by tandem Wittig olefination-aza-Wittig rearrangement of 2-benzoylaziridines
Coldham, Iain,Collis, Alan J.,Mould, Roger J.,Rathmell, Richard E.
, p. 2739 - 2746 (2007/10/02)
A number of routes to 2-vinylaziridines are reported.N-Alkylation of a range of 2-benzoyl-3-alkylaziridines with tert-butyl bromoacetate followed by Wittig olefination gave directly a range of 4-phenylpiperidines.The intermediate 2-vinylaziridines rearran
Synthese et thermolyse de vinyl-2 aziridines N-non substituees
Attia, Mohamed El Mekki,Gelas-Mialhe, Yvonne,Vessiere, Roger
, p. 2126 - 2132 (2007/10/02)
N-unsubstituted 2-vinylaziridines are prepared from N-unsubstituted 2-acylaziridines and phosphoranes.Their stereochemistry is established from a study of their nmr spectra.Thermal isomerization of these compounds gives imines by a reaction involving hete
