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Issue 18, 2017
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Selective palladium(II)-mediated oxidation of homoallylic N-tert-butanesulfinyl amine derivatives

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Abstract

The palladium(II)-catalyzed oxidation of homoallylic amine derivatives resulting from the allylation of N-tert-butanesulfinyl imines with allyl bromide led to the formation of the corresponding terminal allylic acetates in a regioselective fashion in moderate yields. In the case of the homoallylic amine derivatives obtained using cyclohexenyl bromide as the allylating reagent, the allylic oxidation took place with high regio- and diastereoselectivity and yields ranging from 40 to 85%.

Graphical abstract: Selective palladium(ii)-mediated oxidation of homoallylic N-tert-butanesulfinyl amine derivatives

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Publication details

The article was received on 31 Jan 2017, accepted on 07 Feb 2017 and first published on 07 Feb 2017


Article type: Communication
DOI: 10.1039/C7CC00826K
Citation: Chem. Commun., 2017,53, 2701-2704
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    Selective palladium(II)-mediated oxidation of homoallylic N-tert-butanesulfinyl amine derivatives

    A. Sirvent, T. Soler, F. Foubelo and M. Yus, Chem. Commun., 2017, 53, 2701
    DOI: 10.1039/C7CC00826K

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