Alkylative amination of aldehydes via carbon-carbon bond formation based on radical addition to carbon-nitrogen double bond

Alkylative amination of aldehydes was achieved via a carbon-carbon bond for mation by the intermolecular alkyl radical addition to the carbon-nitrogen double bond of oxime ethers generated in situ from aldehydes and benzyloxya mine. Alkyl radical addition to oxime ethers via a route involving the iodi ne atom-transfer process was found to be largely dependent on the reaction temperature and eliminated the tedious workup to remove excess tin-residues From the reaction mixture. (C) 1999 Elsevier Science Ltd. All rights reser ved.