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Chemoselective aerobic oxidation of 4-allylanisol by Fe(III) porphyrins in an aqueous system |
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| Authors: | Olena VakuliukFrancesco G Mutti Miguel LaraDaniel T Gryko Wolfgang Kroutil |
| Institution: | a Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, Warsaw 01-224, Poland b Department of Chemistry, Organic and Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, A-8010 Graz, Austria |
| Abstract: | The allyl moiety of 4-allyl-anisol was oxidized in the presence of a Fe(III) porphyrin derivative to the corresponding α,β-unsaturated aldehyde in an initial oxidation step with perfect chemoselectivity. Molecular oxygen was employed as the sole environmental innocuous oxidant. The reaction was performed in an aqueous buffer/CH2Cl2 mixture using the detergent Tween 80 to homogenize the system. |
| Keywords: | Oxidation Porphyrin Oxygen Terminal alkene Aldehyde |
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