title: GaCl3-catalyzed skeletal rearrangement of alpha,alpha,alpha-trisubstituted aldehydes.
abstract: [Reaction: see text] GaCl3 is found to be a superior catalyst for the skeletal rearrangement of alpha,alpha,alpha-trisubstituted aldehydes to ketones. The rearrangement can proceed smoothly in the presence of a catalytic amount of GaCl3, and even substrates having no heteroatoms alpha to the carbonyl group or without steric strains can be used. Double activation of a carbonyl group by two molecules of GaCl3 was supported on the basis of experimental data and a DFT study.
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
authors.forename: Masayuki
authors.initials: M
authors.lastname: Oshita
authors.forename: Takao
authors.initials: T
authors.lastname: Okazaki
authors.forename: Kouichi
authors.initials: K
authors.lastname: Ohe
authors.forename: Naoto
authors.initials: N
authors.lastname: Chatani