title: Gold(I)-catalyzed intermolecular cycloaddition of allenamides with α,β-unsaturated hydrazones: efficient access to highly substituted cyclobutanes.
abstract: α,β-Unsaturated N,N-dialkyl hydrazones undergo a mild [2 + 2] cycloaddition to allenamides when treated with a suitable gold catalyst. The method, which represents the first application of N,N-dialkyl hydrazones in gold catalysis, is compatible with a wide variety of substituents at the alkenyl moiety of the hydrazone component, proceeds with excellent levels of regio- and diastereoselectivity, and provides densely substituted cyclobutanes with good to excellent yields.
authors.affiliation: Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS) and Departamento de Química Orgánica, Universidad de Santiago de Compostela , 15782, Santiago de Compostela, Spain.
authors.forename: Paloma
authors.initials: P
authors.lastname: Bernal-Albert
authors.forename: Hélio
authors.initials: H
authors.lastname: Faustino
authors.forename: Ana
authors.initials: A
authors.lastname: Gimeno
authors.forename: Gregorio
authors.initials: G
authors.lastname: Asensio
authors.forename: José L
authors.initials: JL
authors.lastname: Mascareñas
authors.forename: Fernando
authors.initials: F
authors.lastname: López
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D061565:Cycloaddition Reaction; D003503:Cyclobutanes / Q000138:chemical synthesis* / Q000737:chemistry; D006046:Gold / Q000737:chemistry*; D006835:Hydrazones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000466:Alkadienes; D003503:Cyclobutanes; D006835:Hydrazones; D006046:Gold