Catalytic, Nucleophilic Allylation of Aldehydes with Allyl Acetate
Abstract

A new catalytic allylation of aldehydes has been developed that employs allyl acetate as the allylating reagent. Under catalysis by ruthenium trichloride (3 mol %) in the presence of carbon monoxide (30 psi), water (1.5 equiv), and triethylamine (0.1 equiv), a wide range of aromatic, olefinic, and aliphatic aldehydes are efficiently allylated under mild conditions (70 °C, 24−48 h). The stoichiometric byproducts of this reaction are carbon dioxide and acetic acid.
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