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Mechanistic studies on the formal aza-Diels-Alder reactions of N-aryl imines : evidence for the non-concertedness under Lewis-acid catalysed conditions.

Hermitage, S. and Howard, J. A. K. and Jay, D. and Pritchard, R. G. and Probert, M. R. and Whiting, A. (2004) 'Mechanistic studies on the formal aza-Diels-Alder reactions of N-aryl imines : evidence for the non-concertedness under Lewis-acid catalysed conditions.', Organic & biomolecular chemistry., 2 (17). pp. 2451-2460.

Abstract

The reaction of a para-methoxyaniline, ethyl glyoxalate-derived imine with a series of dienes has resulted in products, which initially suggest the operation of different modes of aza-Diels-Alder reaction. However, a more likely explanation is that a common reaction mechanism is operating, involving a step-wise Lewis-acid catalysed process, which only appears to behave similarly to alternative concerted cycloaddition reactions.

Item Type:Article
Full text:Full text not available from this repository.
Publisher Web site:http://dx.doi.org/10.1039/B407293F
Record Created:03 May 2007
Last Modified:08 Apr 2009 16:31

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