title: (4R)-4-Benzyl-3-{(4S)-4-chloro-4-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]butano-yl}-1,3-oxazolidin-2-one.
abstract: The title compound, C(19)H(24)ClNO(5), was synthesized and subsequently employed in an Evans alkyl-ation. The purpose was to prove the absolute configuration in the projected synthesis of the side chain of (-)-Lytophilippine A. The oxazolidinone and the isopropylidene acetal rings have twisted conformations. The oxazolidinone and side-chain carbonyl groups are orientated in an anti-periplanar arrangement to minimize van der Waals repulsions. Furthermore, the Cl atom and the acetonide-protected secondary alcohol are also in an anti-periplanar arrangement with a torsion angle of 173.64 (14)°. The absolute configuration was determined and agrees with the configuration of the used chiral auxiliary.
authors.affiliation: Fakultät Chemie, Technische Universität Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund,  Germany.
authors.forename: Sandra
authors.initials: S
authors.lastname: Börding
authors.forename: Carsten
authors.initials: C
authors.lastname: Strohmann
authors.forename: Hans
authors.initials: H
authors.lastname: Preut
authors.forename: Martin
authors.initials: M
authors.lastname: Hiersemann