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  • Title: Mechanistic studies on the formal aza-Diels-Alder reactions of N-aryl imines: evidence for the non-concertedness under Lewis-acid catalysed conditions.
    Author: Hermitage S, Howard JA, Jay D, Pritchard RG, Probert MR, Whiting A.
    Journal: Org Biomol Chem; 2004 Sep 07; 2(17):2451-60. PubMed ID: 15326525.
    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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