Tetrahedron Letters p. 8519 - 8522 (1999)
Update date:2022-08-05
Topics:
Bauld, Nathan L.
Yang, Jingkui
The cation radical Diels-Alder cycloadditions of cis- and trans-1-propenyl aryl ethers to 1,3-cyclopentadiene, catalyzed by tris(4-bromophenyl)aminium hexachloroantimonate in dichloromethane solution, are found to be non-stereospecific, in contrast to the stereospecificity observed in other cation radical Diels-Alder reactions previously studied. These and supporting experiments indicate that, in this particular system, the reaction occurs by a two step mechanism.
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