Indium-mediated regio- and chemoselective synthesis of alpha-hydroxyalkyl allenic esters and gold-catalyzed cyclizations to ethyl 2-naphthoate derivatives |
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Authors: | Park Chansoo Lee Phil Ho |
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Affiliation: | National Research Laboratory for Catalytic Organic Reaction, Department of Chemistry, Kangwon National University, Chunchon 200-701, Republic of Korea. |
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Abstract: | The regio- and chemoselective synthetic method of functionalized alpha-hydroxyalkyl allenic esters was developed from the reactions of various aldehydes with organoindium reagent generated in situ from indium and ethyl 4-bromobutynoate. The alpha-hydroxyalkyl allenic esters possessing electron-donating groups were cyclized to ethyl 2-naphthoate derivatives through intramolecular C-alkylation catalyzed by gold salts. |
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