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All articles of this category (Bromomethyl)lithium has been generated by the addition of butyllithium to dibromomethane in the presence of suitable substrates in tetrahydrofuran at -78 °C. Aldehydes or ketones yielded oxiranes (85-93%), triisopropyl borate yielded diisopropyl (bromomethyl)boronate (89%), and boronic esters without functional substituents underwent methylene insertion into the carbon-boron bond (95-97%).
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Michnick et al. (1991) studied this question.
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