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Claisen rearrangement

2 real reactions from the literature, on allyl aryl ethers and acetals. Each scheme shows starting materials, conditions and products, with the yield and reference where the source reports them.

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  1. Claisen rearrangement: 1-methoxy-2-prop-2-enoxybenzene (an allyl aryl ether) with Δ gives 6-allylguaiacol (the γ,δ-unsaturated carbonyl).

  2. Claisen rearrangement: 1,1-bis[(prop-2-en-1-yl)oxy]cyclohexane (an acetal) with p-TsOH, Δ; toluene gives 2-prop-2-enylcyclohexan-1-one (the γ,δ-unsaturated carbonyl).

    Claisen rearrangementOrg. Synth. Coll. Vol. 5, p. 25