Abstract

Abstract(+)‐Epoxy‐α‐dihydroionone (2) is formed completely stereospecifically from (+)‐α‐ionone (1). Under the conditions of the Wharton reaction this epoxide gives the expected isomeric allyl alcohols 4 and 5 and, surprisingly, the bicyclic allyl alcohol 3. The structure and absolute configuration of the reaction products have been established. A common intermediate for the formation of compounds 3, 4 and 5 is probably the vinyl anion C.

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