title: Highly efficient synthesis of functionalized α-oxyketones via Weinreb amides homologation with α-oxygenated organolithiums.
abstract: An efficient, chemoselective homologation of Weinreb amides to the corresponding variously substituted α-oxyketones has been developed via the addition of lithiated α-oxygenated species. This one-step, experimentally easy, high yielding protocol is amenable not only for accessing simple α-oxyketones but also for more complex substituted ones ranging from primary and secondary alkyl-type to aromatic ones. Full delivery of the stereochemical information contained in the starting materials is observed through both the employment of enantioenriched Weinreb amides and optically active organolithium species.
authors.affiliation: University of Vienna - Department of Pharmaceutical Chemistry, Althanstrasse, 14. A-1090, Vienna, Austria. vittorio.pace@univie.ac.at.
authors.forename: Vittorio
authors.initials: V
authors.lastname: Pace
authors.forename: Irene
authors.initials: I
authors.lastname: Murgia
authors.forename: Sophie
authors.initials: S
authors.lastname: Westermayer
authors.forename: Thierry
authors.initials: T
authors.lastname: Langer
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Holzer