title: Asymmetric Assembly of All-Carbon Tertiary/Quaternary Nonadjacent Stereocenters through Organocatalytic Conjugate Addition of α-Cyanoacetates to a Methacrylate Equivalent.
abstract: An efficient, highly diastereo- and enantioselective assembly of acyclic carbonyl fragments possessing nonadjacent all-carbon tertiary/quaternary stereoarrays is reported based on a Brønsted base catalyzed Michael addition/α-protonation sequence involving α-cyanoacetates and 2,4-dimethyl-4-hydroxypenten-3-one as novel methacrylate equivalent.
authors.affiliation: Departamento de Química Orgánica I, Universidad del País Vasco UPV/EHU, Manuel Lardizabal 3, 20018, San Sebastián, Spain.
authors.forename: Igor
authors.initials: I
authors.lastname: Iriarte
authors.affiliation: Departamento de Química Orgánica I, Universidad del País Vasco UPV/EHU, Manuel Lardizabal 3, 20018, San Sebastián, Spain.
authors.forename: Silvia
authors.initials: S
authors.lastname: Vera
authors.affiliation: Departamento de Química Orgánica I, Universidad del País Vasco UPV/EHU, Manuel Lardizabal 3, 20018, San Sebastián, Spain.
authors.forename: Eider
authors.initials: E
authors.lastname: Badiola
authors.affiliation: Departamento de Química Orgánica I, Universidad del País Vasco UPV/EHU, Manuel Lardizabal 3, 20018, San Sebastián, Spain.
authors.forename: Antonia
authors.initials: A
authors.lastname: Mielgo
authors.affiliation: Departamento de Química Orgánica I, Universidad del País Vasco UPV/EHU, Manuel Lardizabal 3, 20018, San Sebastián, Spain. mikel.oiarbide@ehu.es.
authors.forename: Mikel
authors.identifier: http://orcid.org/0000-0003-0362-0136
authors.initials: M
authors.lastname: Oiarbide
authors.affiliation: Departamento de Química Aplicada, Universidad Pública de Navarra, 31006, Pamplona, Spain.
authors.forename: Jesús M
authors.initials: JM
authors.lastname: García
authors.affiliation: Departamento de Química Aplicada, Universidad Pública de Navarra, 31006, Pamplona, Spain.
authors.forename: José M
authors.initials: JM
authors.lastname: Odriozola
authors.affiliation: Departamento de Química Orgánica I, Universidad del País Vasco UPV/EHU, Manuel Lardizabal 3, 20018, San Sebastián, Spain. claudio.palomo@ehu.es.
authors.forename: Claudio
authors.identifier: http://orcid.org/0000-0001-9809-2799
authors.initials: C
authors.lastname: Palomo
keywords: Brønsted bases; Michael reactions; asymmetric organocatalysis; quaternary stereocenters; stereoselective protonation