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Indium Chloride Catalyzed Alkylative Rearrangement of Propargylic Acetates Using Alkyl Chlorides, Alcohols, and Acetates: Facile Synthesis of α‑Alkyl-α,β-Unsaturated Carbonyl Compounds

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journal contribution
posted on 21.02.2014, 00:00 by Yoshiharu Onishi, Yoshihiro Nishimoto, Makoto Yasuda, Akio Baba
Indium chloride catalyzed alkylative rearrangement of propargylic acetates into α-alkyl-α,β-unsaturated carbonyl compounds has been achieved. Propargylic acetates functioned as α-acylvinyl anion equivalents to react with carbocations generated from alkyl chlorides. Other alkyl electrophiles such as alcohols and acetates were also applicable.