Rearrangement of Allylic and Propargylic Alcohols Catalyzed by the Combined Use of TETRABUTYLAMMONIUM PERRHENATE (cas 16385-59-4) (VII) and p-toluenesulfonic acid

Add time:08/04/2019    Source:sciencedirect.com

Allylic rearrangement and/or dehydration reaction of allylic alcohols proceeds smoothly by the use of catalytic amounts of TETRABUTYLAMMONIUM PERRHENATE (cas 16385-59-4) and p-toluenesulfonic acid hydrate. Treatment of propargylic alcohols with the catalysts at room temperature affords the rearranged products, α,β-unsaturated carbonyl compounds, while, β,γ-unsaturated ketones are obtained as main products by the reaction in refluxing, 1,2-dichloroethane. The application of this catalytic system is also described for the preparation of some synthetic intermediates.

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