β-Oxidofunctionalized organolithium intermediates from ketones: a simple new access

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Abstract
Chloromethyl-lithium generated in situ, reacts at –78 °C with ketones (5) to afford, after lithiation with lithium naphthalenide, β-oxidoalkyl-lithium compounds (1), which on reaction with electrophiles (deuterium oxide, dimethyl disulphide, carbon dioxide, cyclohexanone, and allyl bromide) yield bifunctionalized compounds (6).

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