title: Origins of boat or chair preferences in the Ireland-Claisen rearrangements of cyclohexenyl esters: a theoretical study.
abstract: The relative energies of the chair and boat transition states of a variety of Ireland-Claisen rearrangements were obtained by B3LYP/6-31G calculations. Theoretical results are in good agreement with experimental data and provide a quantitative analysis of the origins of boat preferences that are observed in some of these reactions.
authors.affiliation: Chemistry Department, University of Neuchatel, Av. De Bellavaux 51, Switzerland.
authors.forename: Mahmood M
authors.initials: MM
authors.lastname: Khaledy
authors.forename: Mohammad Y S
authors.initials: MY
authors.lastname: Kalani
authors.forename: Kelli S
authors.initials: KS
authors.lastname: Khuong
authors.forename: K N
authors.initials: KN
authors.lastname: Houk
authors.forename: Viktorya
authors.initials: V
authors.lastname: Aviyente
authors.forename: Reinhard
authors.initials: R
authors.lastname: Neier
authors.forename: Nicolas
authors.initials: N
authors.lastname: Soldermann
authors.forename: Joerg
authors.initials: J
authors.lastname: Velker
mesh_terms: D003510:Cyclohexanes / Q000032:analysis* / Q000737:chemistry*; D004952:Esters / Q000032:analysis / Q000737:chemistry; D008962:Models, Theoretical; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D003510:Cyclohexanes; D004952:Esters