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

摘要

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. (C) 1999 Published by Elsevier Science Ltd. All rights reserved. [References: 11]