title: Triethylgallium as a nonnucleophilic base to generate enolates from ketones.
abstract: Triethylgallium deprotonated cyclic and acyclic ketones at 125-175 degrees C without forming carbonyl addition products, and the resulting gallium enolates underwent facile C-benzoylation and an aldol reaction. Unsymmetrical ketones were preferentially enolized at the methylene moiety, which was under kinetic control. [reaction: see text]
authors.affiliation: Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba, Sendai 980-8578, Japan.
authors.forename: Yoshio
authors.initials: Y
authors.lastname: Nishimura
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Miyake
authors.forename: Ryo
authors.initials: R
authors.lastname: Amemiya
authors.forename: Masahiko
authors.initials: M
authors.lastname: Yamaguchi