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Halide effects: A mechanistic study on the L-prolineamide-catalyzed α-halogenation of butanal 1 by ESI-MS has enabled the direct detection of the most important intermediates in the catalysis cycle, including the reactive NCl intermediate (T2 in scheme). In contrast, the reaction with N-bromo- and N-iodosuccinimide occurs by direct C halogenation.
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Márquez et al. (2007) studied this question.
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