title: Synthesis studies on the lomaiviticin A aglycone core: development of a divergent, two-directional strategy.
abstract: The enantiomer of the bicyclic lomaiviticin aglycone A core was prepared via a two-directional, divergent approach featuring (1) a double Ireland Claisen rearrangement to establish key core bonds with correct relative stereochemistry and (2) a double olefin metathesis reaction to deliver both cyclohexene rings of the target.
authors.affiliation: Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States. ksf@chem.psu.edu
authors.forename: Ken S
authors.initials: KS
authors.lastname: Feldman
authors.forename: Brandon R
authors.initials: BR
authors.lastname: Selfridge
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D053138:Cyclohexenes / Q000737:chemistry; D015195:Drug Design; D005449:Fluorenes / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism; D000095602:Angucyclines and Angucyclinones
chemical_list: D000970:Antineoplastic Agents; D053138:Cyclohexenes; D005449:Fluorenes; C433842:lomaiviticin A; D000095602:Angucyclines and Angucyclinones