Synthesis of δ-bromo γ,δ-unsaturated carbonyl compounds via palladium-catalyzed bromoalkylation of alkynoates.

Abstract

Palladium-catalyzed regio- and stereoselective intermolecular tandem reaction of electron-deficient alkynes, CuBr(2), and allylic alcohol to synthesize δ-bromo-γ,δ-unsaturated carbonyls was developed. A mechanism involving bromopalladation of alkyne, followed by insertion of allylic alcohol and allylic hydrogen shift, is proposed. The shift of allylic… (More)
DOI: 10.1021/jo202416h

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