oxy

In organic chemistry, the oxy-Cope rearrangement is a chemical reaction. It involves reorganization of the skeleton of certain unsaturated alcohols. It is a variation of the Cope rearrangement in which 1,5-dien-3-ols are converted to unsaturated carbonyl compounds by a mechanism typical for such a [3,3]-sigmatropic rearrangement.
The reaction is highly general: a wide variety of precursors undergo the reorganization predictably and with ease, rendering it a highly useful synthetic tool. Further, production of the required starting material is often straightforward. The modification was first proposed in 1964 by Berson and Jones, who coined the term. The driving force is the formation of a carbonyl via spontaneous keto-enol tautomerization.

Base accelerates the reaction by 1010-1017, the anionic oxy-Cope rearrangement.

The formation of an enolate renders the reaction irreversible in most cases.

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