Reaction of diethylhex-1-ynylalumnium with 3,4-epoxycyclopentene in an ether solvent resulted in predominant opening of the epoxide ring by attack at the allylic carbon, while use of a hydrocarbon solvent led to rearrangement of the epoxide to cyclopent-3-enone, followed by further reaction of the carbonyl group.
G. A. Crosby and R. A. Stephenson, J. Chem. Soc., Chem. Commun., 1975, 287 DOI: 10.1039/C39750000287
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