Expanding the scope of the Babler-Daubin oxidation : 1,3-oxidative transposition of secondary allylic alcohols

Killoran, PM, Rossington, SB, Wilkinson, JA ORCID: https://orcid.org/0000-0003-1300-6017 and Hadfield, JA ORCID: https://orcid.org/0000-0001-7984-8319 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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Abstract

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.

Item Type:	Article
Schools:	Schools > School of Environment and Life Sciences > Biomedical Research Centre
Journal or Publication Title:	Tetrahedron Letters
Publisher:	Elsevier
ISSN:	0040-4039
Related URLs:	Publication
Funders:	Kidscan
Depositing User:	JA Hadfield
Date Deposited:	03 Aug 2016 10:50
Last Modified:	27 Aug 2021 20:29
URI:	https://usir.salford.ac.uk/id/eprint/39561

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