+44 (0)1509 263171
Please use this identifier to cite or link to this item:
|Title: ||Indium-mediated 2-oxonia cope rearrangement of 1,4-dienols to 1,3-dienols|
|Authors: ||Capel, Natalie J.|
Lindley, Martin R.
Pritchard, Gareth J.
Kimber, Marc C.
|Keywords: ||Addition reaction|
Carbonyl compounds (organic)
Physical and chemical processes
|Issue Date: ||2019|
|Publisher: ||© American Chemical Society|
|Citation: ||CAPEL, N.J. ... et al, 2019. Indium-mediated 2-oxonia cope rearrangement of 1,4-dienols to 1,3-dienols. ACS Omega, 4 (1), pp.785-792.|
|Abstract: ||An indium-mediated isomerization of 1,4-dienols to 1,3-dienols is described. This procedure consists of the addition of pentadienylindium, in a protic solvent, to aldehydes giving the kinetic γ-allylation product in high yields. The subsequent conversion of this γ-allylation product to its thermodynamic 1,3-dienol α-isomer can be achieved by its exposure to indium triflate in the presence of a substoichiometric amount of aldehyde at room temperature. This transformation exhibited moderate to good substrate scope and has been shown to proceed by a 2-oxonia Cope rearrangement.|
|Description: ||This is an open access article published under an ACS AuthorChoice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes.|
|Sponsor: ||We gratefully acknowledge the financial support from Loughborough University (studentship for NJC).|
|Version: ||Accepted for publication|
|Publisher Link: ||https://doi.org/10.1021/acsomega.8b03118|
|Appears in Collections:||Published Articles (Sport, Exercise and Health Sciences)|
Published Articles (Chemistry)
Files associated with this item:
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.