This letter describes the Kumada coupling of bromobenzoic acid derivatives with the acetaldehyde enolate synthon (1,3-dioxolan-2-ylinethyl)magnesium bromide. The lithium carboxylate salt shows the highest reactivity in the coupling reaction while addition of t-BuOLi affords optimal selectivity. During this work. we have observed a strong directing effect of the sodium carboxylate function which can be useful in differentiating electronically similar diaryl bromides.
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Houpis et al. (2007) studied this question.
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