Organocatalytic Dimerization of Ketoketenes
journal contributionposted on 20.02.2009 by Ahmad A. Ibrahim, Gero D. Harzmann, Nessan J. Kerrigan
Any type of content formally published in an academic journal, usually following a peer-review process.
A general method for the catalytic dimerization of ketoketenes is described. Tri-n-butylphosphine was found to be the optimal organocatalyst for the racemic reaction. When lithium iodide was used as an additive, the reaction was rendered selective for dimer formation (dimer/trimer ≥16:1). Ring-opening reactions of the ketoketene dimers as well as preliminary studies toward the development of an asymmetric variant are also reported.