Journal of Organic Chemistry p. 5140 - 5142 (1985)
Update date:2022-09-26
Topics:
Kowalski, Conrad J.
Haque, M. Serajul
Esters 1, in which R represents a primary alkyl, alkynyl, alkenyl, or aromatic substituent, were reacted with (dibromomethyl)lithium, followed by n-butyllithium.Bromomethyl ketone enolate anions 5 resulted, which were quenched with acid to afford bromomethyl ketones 4, generally in 70-85percent yields.Alternatively, enolate anions 5 could be quenched with acetic anhydride to afford bromo enol acetates 7 or treated with tert-butyllithium to produce α-keto dianions 8.
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