title: Enantioselective Catalysts for the Synthesis of α-Substituted Allylboronates--An Accelerated Approach towards Isomerically Pure Homoallylic Alcohols.
abstract: The use of a convenient protecting group for boronates allows a selective, catalyzed S(N)2' reaction to generate allylboronates which are applied for the synthesis of enantiomerically pure homoallylic alcohols. Depending on the configuration of both catalyst and the protecting group any of the four possible stereoisomers can be formed. The rationale behind the selective addition is supported by density functional theory calculations.
authors.affiliation: Institut für Bioorganische Chemie der, Heinrich-Heine-Universität Düsseldorf im, Forschungszentrum Jülich, Stetternicher Forst, Geb. 15.8, 52426, Jülich, Germany.
authors.forename: Marcus
authors.initials: M
authors.lastname: Brauns
authors.affiliation: Department für Chemie, Universität zu Köln, Greinstrasse 4, 50939, Köln, Germany.
authors.forename: Frédéric
authors.initials: F
authors.lastname: Muller
authors.affiliation: Institut für Bio- und Geowissenschaften (IBG-1: Biotechnologie), Forschungszentrum Jülich, 52428, Jülich, Germany.
authors.forename: Daniel
authors.initials: D
authors.lastname: Gülden
authors.affiliation: Institut für Bioorganische Chemie der, Heinrich-Heine-Universität Düsseldorf im, Forschungszentrum Jülich, Stetternicher Forst, Geb. 15.8, 52426, Jülich, Germany.
authors.forename: Dietrich
authors.initials: D
authors.lastname: Böse
authors.affiliation: Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569, Stuttgart, Germany.
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Frey
authors.affiliation: Department für Chemie, Universität zu Köln, Greinstrasse 4, 50939, Köln, Germany. mbreugst@uni-koeln.de.
authors.forename: Martin
authors.initials: M
authors.lastname: Breugst
authors.affiliation: Institut für Bioorganische Chemie der, Heinrich-Heine-Universität Düsseldorf im, Forschungszentrum Jülich, Stetternicher Forst, Geb. 15.8, 52426, Jülich, Germany. j.pietruszka@fz-juelich.de.|Institut für Bio- und Geowissenschaften (IBG-1: Biotechnologie), Forschungszentrum Jülich, 52428, Jülich, Germany. j.pietruszka@fz-juelich.de.
authors.forename: Jörg
authors.initials: J
authors.lastname: Pietruszka
keywords: allylation; asymmetric catalysis; asymmetric synthesis; boron; computational chemistry