Regioselective oxidation of 3 alkylfurans to 3 alkyl 4 hydroxybutenolides
Kernan, M.R.; Faulkner, D.J.
Journal of Organic Chemistry 53(12): 2773-2776
1988
ISSN/ISBN: 0022-3263 DOI: 10.1021/jo00247a021
Accession: 006285139
3-Alkyl-4-hydroxybutenolides are synthesized in good to high yields by the oxidation of 3-alkylfurans with singlet oxygen, generated from molecular oxygen with a polymer-bound rose bengal catalyst in dichloromethane solution at -78.degree.C, in the presence of a hindered base such as 2,2,6,6-tetramethylipiperidine or, preferably, diisopropylethylamine.
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