title: SF5-Enolates in Ti(IV)-Mediated Aldol Reactions.
abstract: The F···Ti bonding in the transition structures determines high trans- and syn-diastereoselectivities for aldol reactions of SF5-acetates with aldehydes in the presence of TiCl4 in the non-nucleophilic solvent CH2Cl2. Such bonding is canceled in nucleophilic solvents where opposite cis-stereochemistry is observed. The potential of thus obtained stereoisomeric SF5-aryl acrylates as dipolarophiles in the preparation of SF5-containing heterocycles is demonstrated.
authors.affiliation: Department of Life Sciences and Chemistry, Jacobs University Bremen gGmbH , Campus Ring 1, 28759 Bremen, Germany.
authors.forename: Maksym V
authors.initials: MV
authors.lastname: Ponomarenko
authors.affiliation: Universität Bremen , Institut für Anorganische Chemie und Kristallographie, Leobener Str. NW2, 28359 Bremen, Germany.
authors.forename: Simon
authors.initials: S
authors.lastname: Grabowsky
authors.affiliation: Universität Bremen , Institut für Anorganische Chemie und Kristallographie, Leobener Str. NW2, 28359 Bremen, Germany.
authors.forename: Rumpa
authors.initials: R
authors.lastname: Pal
authors.affiliation: Department of Life Sciences and Chemistry, Jacobs University Bremen gGmbH , Campus Ring 1, 28759 Bremen, Germany.
authors.forename: Gerd-Volker
authors.initials: GV
authors.lastname: Röschenthaler
authors.affiliation: Department of Organic Chemistry, Kiev Polytechnic Institute , pr. Pobedy 37, 03056 Kiev, Ukraine.
authors.forename: Andrey A
authors.initials: AA
authors.lastname: Fokin