Regioselectivity of nucleophilic addition to conjugated allenic ketones depends strongly on the nucleophile: anionic nucleophiles, e.g., triethylamine salts of benzenethiols, gave the /3-substituted /3,7-unsaturated ketones with high selectivity. In contrast, neutral nucleophile molecules, e.g., benzenethiols or aniline, afforded the ¡3-substituted ,/3-unsaturated ketones. The reactions to allenecarboxylic esters indicated the same regiochemical tendency, but lower selectivities were observed in the reactions with benzenethiol.
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