title: A stereoselective cyclization to carbafuranose derivatives starting from 1,4-bis-epoxides.
abstract: [reactions: see text] A concise synthesis of highly functionalized cyclopentane derivatives via a Brook rearrangement mediated stereoselective linchpin cyclization reaction involving tert-butyldimethylsilyl-1,3-dithianyllithium and homochiral 1,4-bis-epoxides is described.
authors.affiliation: School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, United Kingdom.
authors.forename: Leo M H
authors.initials: LM
authors.lastname: Leung
authors.forename: A James
authors.initials: AJ
authors.lastname: Boydell
authors.forename: Vicky
authors.initials: V
authors.lastname: Gibson
authors.forename: Mark E
authors.initials: ME
authors.lastname: Light
authors.forename: Bruno
authors.initials: B
authors.lastname: Linclau
mesh_terms: D003500:Cyclization; D004852:Epoxy Compounds / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010429:Pentoses / Q000138:chemical synthesis* / Q000737:chemistry; D012821:Silanes / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D004852:Epoxy Compounds; D009942:Organometallic Compounds; D010429:Pentoses; D012821:Silanes; D008094:Lithium