%0 Journal Article %A Capel, Natalie J. %A Lindley, Martin %A Pritchard, Gareth %A Kimber, Marc %D 2019 %T Indium-mediated 2-oxonia cope rearrangement of 1,4-dienols to 1,3-dienols %U https://repository.lboro.ac.uk/articles/journal_contribution/Indium-mediated_2-oxonia_cope_rearrangement_of_1_4-dienols_to_1_3-dienols/9390044 %2 https://repository.lboro.ac.uk/ndownloader/files/17003453 %K Addition reaction %K Carbonyl compounds (organic) %K Catalysts %K Physical and chemical processes %K Medical and Health Sciences not elsewhere classified %X 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. %I Loughborough University