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

…, JL Fernández-Simón, JM Concellón, M Yus

Index: Barluenga, Jose; Fernandez-Simon, Jose L.; Concellon, Jose M.; Yus, Miguel Journal of the Chemical Society, Chemical Communications, 1987 , # 12 p. 915 - 916

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Citation Number: 13

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).