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 Chemistry2004Vol. 2(17), pp. 2451–2460
Citations Over TimeTop 10% of 2004 papers
Stephen A. Hermitage, Judith A. K. Howard, David A. Jay, Robin G. Pritchard, Michael R. Probert, Andrew Whiting
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.
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