title: Highly enantioselective construction of tricyclic derivatives by the desymmetrization of cyclohexadienones.
abstract: The asymmetric synthesis of tricyclic compounds by the desymmetrization of cyclohexadienones is presented. The reaction tolerated a large variety of substituents at different positions of the cyclohexadienone, and heterocyclic rings of different sizes were accessible. Density functional theory calculations showed that the reaction proceeds through an asynchronous [4+2] cycloaddition.
authors: Departamento de Química Inorgánica (Módulo 7), Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid (Spain).
authors: Cecilia
authors: C
authors: Martín-Santos
authors: Carlos
authors: C
authors: Jarava-Barrera
authors: Sandra
authors: S
authors: del Pozo
authors: Alejandro
authors: A
authors: Parra
authors: Sergio
authors: S
authors: Díaz-Tendero
authors: Rubén
authors: R
authors: Mas-Ballesté
authors: Silvia
authors: S
authors: Cabrera
authors: José
authors: J
authors: Alemán
mesh_terms: D018360:Crystallography, X-Ray; D053138:Cyclohexenes / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D053138:Cyclohexenes; C507608:cyclohexadienone
keywords: asymmetric synthesis; desymmetrization; dienamines; intramolecular Diels-Alder reactions; organocatalysis