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Corey, E. J.; Tada, M.; LaMahieu, R.; Libit, L. J. Am. Chem. Soc. 1965, 87, 2051-2052. Although E-2-cycloheptenone does not add to simple olefins because it rapidly reverts to the Z-isomer, it can be trapped by cyclopentadiene to give a (nonphotochemical) Diels-Alder adduct.
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Corey, E. J.; Tada, M.; LaMahieu, R.; Libit, L. J. Am. Chem. Soc. 1965, 87, 2051-2052. Although E-2-cycloheptenone does not add to simple olefins because it rapidly reverts to the Z-isomer, it can be trapped by cyclopentadiene to give a (nonphotochemical) Diels-Alder adduct.
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In the case of the photocycloaddition of 2-cyclohexenone to tetramethylethylene, the trans-fused adduct predominates heavily. See: Nelson, P. J.; Ostrem, D.; Lassila, J. D.; Chapman, O. L. J. Org. Chem. 1969, 34, 811-813.
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