Regioselective Addition Reactions of Propargyl Bromides to Carbonyl Compounds with Gallium Catalyzed by Indium

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Abstract
Reactions of organogallium reagents generated from propargyl bromides having substituents at the γ‐position and gallium in the presence of 5 mol % of indium with aldehydes and ketones selectively produced homoallenyl alcohols in good to excellent yields. Treatment of organogallium reagents obtained from propargyl bromide or propargyl bromides having substituents at the α‐position and gallium in the presence of 5 mol % of indium with carbonyl compounds selectively afforded homopropargyl alcohols.