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Selective palladium(ii)-mediated oxidation of homoallylic N-tert-butanesulfinyl amine derivatives.

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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… Click to show full 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%.

Keywords: amine derivatives; oxidation; oxidation homoallylic; tert butanesulfinyl; palladium

Journal Title: Chemical communications
Year Published: 2017

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