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A large array of 3-methylene tetrahydrofurans has been synthesized from propargylic alcohols and activated olefins. The reaction is promoted by copper iodide that is removed at the end of the reaction by simple filtration, affording the desired heterocycles in high yield and purity.
Benzo-annulated enol lactones are obtained in good yields from pentynoic acids 3- or 5-substituted with an iodo-aryl moiety by palladium-catalyzed cyclization of their potassium carboxylates. Using this approach, an efficient new route to U-68,215 is described.
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