title: (+)-(1S,5R,10S)-11,11-Dimeth-yl-4-oxa-tricyclo-[8.4.0.0]tetra-deca-ne-3,12-dione.
abstract: The title compound, C(15)H(22)O(3), was prepared via amino-acid-promoted Robinson annulation followed by tandem Pd/C-mediated hydrogenation and oxidative cyclization. This product was instrumental in determining the feasibility of a stereocontrolled hydrogenation in which the directing hydroxyl group is adjacent to the 6-7-ring network and its olefinic component. The asymmetric unit consists of a single mol-ecule with normal geometric parameters. The absolute configuration was assigned based on the known enanti-omeric prescursor. Inter-molecular C-H⋯O inter-actions link each mol-ecule with four neighboring mol-ecules.
authors.affiliation: Evans Chemical Laboratories, The Ohio State University, 100 W. 18th Avenue, Columbus, OH 43210, USA.
authors.forename: Judith C
authors.initials: JC
authors.lastname: Gallucci
authors.forename: Kohei
authors.initials: K
authors.lastname: Inomata
authors.forename: Robert D
authors.initials: RD
authors.lastname: Dura
authors.forename: Leo A
authors.initials: LA
authors.lastname: Paquette