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32744472642
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A sample of Grignard reagent 8a was quenched with water and a GC assay revealed 20:1 selectivity of 4-bromofluorobenzene versus 2-bromofluorobenzene.
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The regioselectivity was found to be highly pH dependent and gave optimal selectivity at pH 8-9.
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32744470400
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Cyclic byproduct 19a was found to be extremely stable to the hydrolysis conditions. Thus, once formed it does not convert back to keto aldehyde 17.
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