title: Copper-catalyzed diastereo- and enantioselective desymmetrization of cyclopropenes: synthesis of cyclopropylboronates.
abstract: A novel Cu-catalyzed diastereo- and enantioselective desymmetrization of cyclopropenes to afford nonracemic cyclopropylboronates is described. Trapping the cyclopropylcopper intermediate with electrophilic amines allows for the synthesis of cyclopropylaminoboronic esters and demonstrates the potential of the approach for the synthesis of functionalized cyclopropanes.
authors.affiliation: Departamento de Química Orgánica, Universidad Autónoma de Madrid , Cantoblanco, 28049 Madrid, Spain.
authors.forename: Alejandro
authors.initials: A
authors.lastname: Parra
authors.forename: Laura
authors.initials: L
authors.lastname: Amenós
authors.forename: Manuel
authors.initials: M
authors.lastname: Guisán-Ceinos
authors.forename: Aurora
authors.initials: A
authors.lastname: López
authors.forename: José Luis
authors.initials: JL
authors.lastname: García Ruano
authors.forename: Mariola
authors.initials: M
authors.lastname: Tortosa
mesh_terms: D001897:Boronic Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D003300:Copper / Q000737:chemistry*; D003521:Cyclopropanes / Q000737:chemistry*; D013237:Stereoisomerism; D013696:Temperature
chemical_list: D001897:Boronic Acids; D003521:Cyclopropanes; D003300:Copper; C021985:cyclopropene