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The Diels–Alder Cyclization of Ketenimines

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journal contribution
posted on 20.04.2012, 00:00 by Jeremy Erb, Jessica Strull, David Miller, Jean He, Thomas Lectka
A Diels–Alder reaction between cyclopentadiene and a variety of ketenimines is reported. A copper(I)-bis(phosphine complex catalyzes the cycloaddition across the CN bond of the ketenimine in a [4 + 2] reaction to give an enamine intermediate that is hydrolyzed upon purification to generate aminoketones.