Tetrahedron p. 2979 - 2988 (1989)
Update date:2022-07-29
Topics:
Fenton, Gary A.
Gilbert, Andrew
Tricyclo<3.3.0.02,8>oct-3-enes are conveniently obtained by the meta photocycloaddition of ethenes to benzenoid compounds.Acid catalyzed cleavage of the cyclopropane ring in the photoadduct affords bicyclo<3.3.0> and <3.2.1>octane derivatives and dienophiles undergo <2?+2?> and <2?+2?+2?> cycloaddition to the ethene and ethenylcyclopropane moieties respectively.The preferred mode of reaction for both processes is controlled by the nature and position of the substituents in the meta cycloadduct.
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