title: Versatile approaches for the synthesis of fused-ring γ-lactones utilizing cyclopropane intermediates.
abstract: A highly effective acid-catalyzed cyclopropyl ester to γ-lactone skeletal rearrangement has been demonstrated and applied to the synthesis of a variety of bi- and tricyclic functionalized lactones, rigid and highly compact structures for use as biological probes.
authors.affiliation: Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.
authors.forename: Timothy R
authors.initials: TR
authors.lastname: Newhouse
authors.forename: Philip S J
authors.initials: PS
authors.lastname: Kaib
authors.forename: Andrew W
authors.initials: AW
authors.lastname: Gross
authors.forename: E J
authors.initials: EJ
authors.lastname: Corey
mesh_terms: D002384:Catalysis; D018360:Crystallography, X-Ray; D003521:Cyclopropanes / Q000737:chemistry*; D004952:Esters; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D003521:Cyclopropanes; D004952:Esters; D007783:Lactones; C030797:cyclopropane