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Updated: Jul 6, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Aluminyl derived ethene functionalization with heteroallenes, leading to an intramolecular ligand rearrangement
Andrea O'Reilly1, Michael G Gardiner2, Claire L McMullin3
1School of Chemical and Physical Sciences, Victoria University of Wellington, PO Box 600, Wellington 6012, New Zealand. martyn.coles@vuw.ac.nz.
Abstract:
The aluminacyclopropane K[Al(NON)(η-C2H4)] ([NON]2- = [O(SiMe2NDipp)2]2-, Dipp = 2,6-iPr2C6H3) reacts with CO2 and iPrNCNiPr to afford ring-expanded products of C-C bond formation. The latter system undergoes a 1,3-silyl retro-Brook rearrangement of the NON-group, to afford the [NNO]2- ligand ([NNO]2- = [N(Dipp)SiMe2N(Dipp)SiMe2O]2-). The mechanism of transformation was examined by density functional theory (DFT).
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