title: Diastereoselective Hartwig-Buchwald reaction of chiral amines with rac-[2.2]paracyclophane derivatives.
abstract: A Hartwig-Buchwald addition of a variety of chiral amines to rac-4-bromo-[2.2]paracyclophane and rac-trifluoromethanesulfonic acid (4-[2.2]paracyclophane) ester was performed with high diastereoselectivities. Kinetic racemic resolution of the starting materials was achieved, providing a rapid access to enantiomerically enriched 4-bromo-[2.2]paracyclophane and the corresponding enantiomerically pure [2.2]paracyclophane amines. Additionally, the first reaction of a secondary amine with a [2.2]paracyclophane halide was achieved.
authors.affiliation: Institut für Organische Chemie, Universität Karlsruhe TH, Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany.
authors.forename: Michael
authors.initials: M
authors.lastname: Kreis
authors.forename: Christian J
authors.initials: CJ
authors.lastname: Friedmann
authors.forename: Stefan
authors.initials: S
authors.lastname: Bräse