Regiospecific addition of benzeneselenenyl bromide to ethyl vinyl ether followed by alcoholysis of the initially formed β‐bromoalkyl selenide 1 by primary, secondary or tertiary allylic alcohols 2a‐e gave the mixed acetals 3a‐e. Subsequent oxidation and thermal treatment of the corresponding selenoxides 4a‐e furnished after saponification the γ, δ‐unsaturated acids 7a‐e in excellent overall yields. The entire sequence (Scheme 2) represents a new version of the ester Claisen rearrangement.
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Martin Petrilka (1978) studied this question.