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. 2012 Apr 20;14(8):2191-3.
doi: 10.1021/ol300742t. Epub 2012 Apr 5.

The Diels-Alder cyclization of ketenimines

Jeremy Erb  1 , Jessica Strull, David Miller, Jean He, Thomas Lectka
Affiliations

The Diels-Alder cyclization of ketenimines

Jeremy Erb et al. Org Lett. .

Abstract

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.

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