Electrochemical cleavage of allyl aryl ethers and allylation of carbonyl compounds: Umpolung of allyl-palladium species

Article abstract of DOI:10.1016/S0040-4039(99)01071-0

The electrochemical, Pd-catalyzed cleavage of the C-O bond of allyl aryl ethers has been examined; the method constitutes a new alternative for allyl ether deprotection. The allyl transfer from the allyl ether to the carbonyl group in 2-allyloxy benzaldehydes is reported and is an example of allyl-Pd reactivity umpolung. Pd(II) complexes, associated to several nitrogen ligands are efficient catalyst precursors for these electrochemical reactions.