Expanding the scope of the Babler-Daubin oxidation : 1,3-oxidative transposition of secondary allylic alcohols
Killoran, PM, Rossington, SB, Wilkinson, JA and Hadfield, JA 2016, 'Expanding the scope of the Babler-Daubin oxidation : 1,3-oxidative transposition of secondary allylic alcohols' , Tetrahedron Letters, 57 (35) , pp. 3954-3957.
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We report the catalytic chromium-mediated oxidation of secondary allylic alcohols to give α,β-unsaturated aldehydes with exclusive (E)-stereoselectivity. This facile procedure employs catalytic PCC (5 mol%) and periodic acid (H5IO6) as a co-oxidant. This transformation occurs specifically with aromatic substituted allyl alcohols containing both electron withdrawing and electron donating substituents as well as a range of functional groups.
|Schools:||Schools > School of Environment and Life Sciences > Biomedical Research Centre|
|Journal or Publication Title:||Tetrahedron Letters|
|Depositing User:||JA Hadfield|
|Date Deposited:||03 Aug 2016 10:50|
|Last Modified:||15 Sep 2016 09:50|
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